[ CAS No. 159613-21-5 ]

Name: 159613-21-5|(3-(Cyclopentyloxy)-4-methoxyphenyl)boronic acid|96%
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SKU: A787264
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Quality Control of [ 159613-21-5 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 159613-21-5 ]

SDS Specification

Alternatived Products of [ 159613-21-5 ]

Product Details of [ 159613-21-5 ]

CAS No. :	159613-21-5	MDL No. :	MFCD04039013
Formula :	C₁₂H₁₇BO₄	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	PTXMXVNPZGJCAA-UHFFFAOYSA-N
M.W :	236.07	Pubchem ID :	4197993
Synonyms :

Calculated chemistry of [ 159613-21-5 ]

Physicochemical Properties

Num. heavy atoms :	17
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.5
Num. rotatable bonds :	4
Num. H-bond acceptors :	4.0
Num. H-bond donors :	2.0
Molar Refractivity :	66.37
TPSA :	58.92 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	Yes
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.29 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.0
Log Po/w (XLOGP3) :	2.04
Log Po/w (WLOGP) :	0.7
Log Po/w (MLOGP) :	0.55
Log Po/w (SILICOS-IT) :	0.29
Consensus Log Po/w :	0.71

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-2.59
Solubility :	0.612 mg/ml ; 0.00259 mol/l
Class :	Soluble
Log S (Ali) :	-2.91
Solubility :	0.294 mg/ml ; 0.00124 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.32
Solubility :	1.13 mg/ml ; 0.00478 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.57

Safety of [ 159613-21-5 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P403+P233-P405-P501	UN#:
Hazard Statements:	H315-H319-H335	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 159613-21-5 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 159613-21-5 ]
Downstream synthetic route of [ 159613-21-5 ]

[ 159613-21-5 ] Synthesis Path-Upstream 1~1

1
[ 159613-21-5 ]
[ 85416-73-5 ]

Reference： [1] Tetrahedron, 2006, vol. 62, # 20, p. 4907 - 4916

[ 159613-21-5 ] Synthesis Path-Downstream 1~50

1
[ 288-32-4 ]
[ 586-76-5 ]
[ 222840-73-5 ]
[ 159613-21-5 ]
4-[5-(3-cyclopentyloxy-4-methoxy-phenyl)-3-imidazol-1-ylmethyl-thiophen-2-yl]-benzoic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multistep reaction;

2
[ 7774-74-5 ]
[ 586-76-5 ]
[ 222840-73-5 ]
[ 159613-21-5 ]
4-[5-(3-cyclopentyloxy-4-methoxy-phenyl)-3-(thiophen-2-ylsulfanylmethyl)-thiophen-2-yl]-benzoic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multistep reaction;

3
[ 2637-34-5 ]
[ 586-76-5 ]
[ 222840-73-5 ]
[ 159613-21-5 ]
4-[5-(3-cyclopentyloxy-4-methoxy-phenyl)-3-(pyridin-2-ylsulfanylmethyl)-thiophen-2-yl]-benzoic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multistep reaction;

4
[ 2759-28-6 ]
[ 586-76-5 ]
[ 222840-73-5 ]
[ 159613-21-5 ]
4-[3-(4-benzyl-piperazin-1-ylmethyl)-5-(3-cyclopentyloxy-4-methoxy-phenyl)-thiophen-2-yl]-benzoic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multistep reaction;

5
[ 23003-22-7 ]
[ 586-76-5 ]
[ 222840-73-5 ]
[ 159613-21-5 ]
4-[5-(3-cyclopentyloxy-4-methoxy-phenyl)-3-(3-hydroxy-pyridin-2-ylsulfanylmethyl)-thiophen-2-yl]-benzoic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multistep reaction;

6
[ 586-76-5 ]
[ 15570-12-4 ]
[ 222840-73-5 ]
[ 159613-21-5 ]
4-[5-(3-cyclopentyloxy-4-methoxy-phenyl)-3-(3-methoxy-phenylsulfanylmethyl)-thiophen-2-yl]-benzoic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multistep reaction;

7
[ 586-76-5 ]
[ 7217-59-6 ]
[ 222840-73-5 ]
[ 159613-21-5 ]
4-[5-(3-cyclopentyloxy-4-methoxy-phenyl)-3-(2-methoxy-phenylsulfanylmethyl)-thiophen-2-yl]-benzoic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multistep reaction;

8
[ 586-76-5 ]
[ 872-35-5 ]
[ 222840-73-5 ]
[ 159613-21-5 ]
4-[5-(3-cyclopentyloxy-4-methoxy-phenyl)-3-(1H-imidazol-2-ylsulfanylmethyl)-thiophen-2-yl]-benzoic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multistep reaction;

9
[ 586-76-5 ]
[ 134469-07-1 ]
[ 222840-73-5 ]
[ 159613-21-5 ]
4-[3-(1H-benzoimidazol-2-ylsulfanylmethyl)-5-(3-cyclopentyloxy-4-methoxy-phenyl)-thiophen-2-yl]-benzoic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multistep reaction;

10
[ 586-76-5 ]
[ 131242-36-9 ]
[ 222840-73-5 ]
[ 159613-21-5 ]
4-[5-(3-cyclopentyloxy-4-methoxy-phenyl)-3-(pyrimidin-2-ylsulfanylmethyl)-thiophen-2-yl]-benzoic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multistep reaction;

11
[ 586-76-5 ]
[ 35071-17-1 ]
[ 222840-73-5 ]
[ 159613-21-5 ]
4-[5-(3-cyclopentyloxy-4-methoxy-phenyl)-3-(4-methyl-pyrimidin-2-ylsulfanylmethyl)-thiophen-2-yl]-benzoic acid [ No CAS ]

Reference： [1]Tetrahedron,1999,vol. 55,p. 11669 - 11685

12
[ 138509-45-2 ]
[ 159613-21-5 ]

Yield	Reaction Conditions	Operation in experiment
89%	Stage #1: 4-bromo-2-cyclopentyloxyanisole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 5h; Stage #2: With Triisopropyl borate In tetrahydrofuran; hexane at -78 - 20℃; Stage #3: With acetic acid In tetrahydrofuran; hexane; water
	Multi-step reaction with 2 steps 1.1: KOAc / PdCl₂(dppf)*CH₂Cl₂ / dimethylsulfoxide / 15 h / 80 °C 2.1: aq. NaIO₄ / tetrahydrofuran / 2 h / 20 °C 2.2: 1.18 g / aq. HCl / tetrahydrofuran / 20 h / 20 °C

Reference： [1]Han, Yongxin; Giroux, Andre; Lepine, Carole; Laliberte, France; Huang, Zheng; Perrier, Helene; Bayly, Christopher I.; Young, Robert N. [Tetrahedron, 1999, vol. 55, # 39, p. 11669 - 11685]
[2]Becht, Jean-Michel; Meyer, Oliver; Helmchen, Guenter [Synthesis, 2003, # 18, p. 2805 - 2810]

13
[ 104700-36-9 ]
[ 159613-21-5 ]
(R)-ethyl 4-[(tert-butoxycarbonyl)amino]-3-(3-cyclopentyloxy-4-methoxy)butanoate [ No CAS ]
(S)-ethyl 4-[(tert-butoxycarbonyl)amino]-3-(3-cyclopentyloxy-4-methoxy)butanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With caesium carbonate; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine) In 1,4-dioxane at 100℃; for 48h;

Reference： [1]Becht, Jean-Michel; Meyer, Oliver; Helmchen, Guenter [Synthesis, 2003, # 18, p. 2805 - 2810]

14
[ 658081-58-4 ]
[ 159613-21-5 ]

Yield	Reaction Conditions	Operation in experiment
1.18 g	Stage #1: 2-(3-(cyclopentyloxy)-4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane With sodium periodate In tetrahydrofuran at 20℃; for 2h; Stage #2: With hydrogenchloride In tetrahydrofuran at 20℃; for 20h;

Reference： [1]Becht, Jean-Michel; Meyer, Oliver; Helmchen, Guenter [Synthesis, 2003, # 18, p. 2805 - 2810]

15
[ 121-43-7 ]
[ 138509-45-2 ]
[ 159613-21-5 ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: 4-bromo-2-cyclopentyloxyanisole With n-butyllithium In diethyl ether; hexane at -78℃; for 1h; Stage #2: Trimethyl borate In diethyl ether; hexane at -78℃; for 1h;

Reference： [1]Paraskar, Abhimanyu S.; Sudalai, Arumugam [Tetrahedron, 2006, vol. 62, # 20, p. 4907 - 4916]

16
[ 623-70-1 ]
[ 159613-21-5 ]
[ 894421-52-4 ]

Yield	Reaction Conditions	Operation in experiment
88%	With oxygen; sodium carbonate In N,N-dimethyl-formamide at 50℃; for 12h;

Reference： [1]Paraskar, Abhimanyu S.; Sudalai, Arumugam [Tetrahedron, 2006, vol. 62, # 20, p. 4907 - 4916]

17
[ 14371-10-9 ]
[ 159613-21-5 ]
[ 943764-73-6 ]
(S)-3-(3-cyclopentyloxy-4-methoxyphenyl)-3-phenylpropionaldehyde [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With tetrafluoroboric acid; [Pd((S,S)-chiraphos)(PhCN)2](SbF₆)2 In water; acetone at 10℃; for 20h; Title compound not separated from byproducts.;

Reference： [1]Nishikata, Takashi; Yamamoto, Yasunori; Miyaura, Norio [Tetrahedron Letters, 2007, vol. 48, # 23, p. 4007 - 4010]

18
(E)-3-(2-naphthyl)-2-propenal [ No CAS ]
[ 159613-21-5 ]
C₂₅H₂₆O₃ [ No CAS ]
C₂₅H₂₆O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With silver tetrafluoroborate; tetrafluoroboric acid; [Pd((S,S)-chiraphos)(PhCN)2](SbF₆)2 In water; acetone at 20℃; for 20h; Title compound not separated from byproducts.;

Reference： [1]Nishikata, Takashi; Yamamoto, Yasunori; Miyaura, Norio [Tetrahedron Letters, 2007, vol. 48, # 23, p. 4007 - 4010]

19
[ 113538-22-0 ]
[ 159613-21-5 ]
C₂₇H₂₈O₃ [ No CAS ]
C₂₇H₂₈O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With silver tetrafluoroborate; tetrafluoroboric acid; [Pd((S,S)-chiraphos)(PhCN)2](SbF₆)2 In water; acetone at 20℃; for 20h; Title compound not separated from byproducts.;

Reference： [1]Nishikata, Takashi; Yamamoto, Yasunori; Miyaura, Norio [Tetrahedron Letters, 2007, vol. 48, # 23, p. 4007 - 4010]

20
[ 159613-21-5 ]
[ 943764-74-7 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: [Pd(S,S-chiraphos)(PhCN)2](SbF₆)2; HBF₄ / acetone; H₂O / 20 h / 10 °C 2: 97 percent / I₂; KOH / 20 h / 0 - 20 °C

Reference： [1]Nishikata, Takashi; Yamamoto, Yasunori; Miyaura, Norio [Tetrahedron Letters, 2007, vol. 48, # 23, p. 4007 - 4010]

21
[ 159613-21-5 ]
C₂₅H₃₄O₄Si [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: [Pd(S,S-chiraphos)(PhCN)2](SbF₆)2; HBF₄ / acetone; H₂O / 20 h / 10 °C 2: 97 percent / I₂; KOH / 20 h / 0 - 20 °C 3: LDA / tetrahydrofuran / 3 h / -78 - 20 °C

Reference： [1]Nishikata, Takashi; Yamamoto, Yasunori; Miyaura, Norio [Tetrahedron Letters, 2007, vol. 48, # 23, p. 4007 - 4010]

22
[ 159613-21-5 ]
[ 1027203-75-3 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: [Pd(S,S-chiraphos)(PhCN)2](SbF₆)2; HBF₄ / acetone; H₂O / 20 h / 10 °C 2: 97 percent / I₂; KOH / 20 h / 0 - 20 °C 3: LDA / tetrahydrofuran / 3 h / -78 - 20 °C 4: CH₂Cl₂ / 1 h / 0 °C

Reference： [1]Nishikata, Takashi; Yamamoto, Yasunori; Miyaura, Norio [Tetrahedron Letters, 2007, vol. 48, # 23, p. 4007 - 4010]

23
[ 159613-21-5 ]
C₂₇H₂₉NO₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: [Pd(S,S-chiraphos)(PhCN)2](SbF₆)2; HBF₄ / acetone; H₂O / 20 h / 10 °C 2: 97 percent / I₂; KOH / 20 h / 0 - 20 °C 3: LDA / tetrahydrofuran / 3 h / -78 - 20 °C 4: CH₂Cl₂ / 1 h / 0 °C 5: t-BuONa / dimethylsulfoxide / 0.33 h / 20 °C

Reference： [1]Nishikata, Takashi; Yamamoto, Yasunori; Miyaura, Norio [Tetrahedron Letters, 2007, vol. 48, # 23, p. 4007 - 4010]

24
[ 159613-21-5 ]
[ 162542-90-7 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1: [Pd(S,S-chiraphos)(PhCN)2](SbF₆)2; HBF₄ / acetone; H₂O / 20 h / 10 °C 2: 97 percent / I₂; KOH / 20 h / 0 - 20 °C 3: LDA / tetrahydrofuran / 3 h / -78 - 20 °C 4: CH₂Cl₂ / 1 h / 0 °C 5: t-BuONa / dimethylsulfoxide / 0.33 h / 20 °C 6: NaOH / ethanol; H₂O / 0.5 h / Heating

Reference： [1]Nishikata, Takashi; Yamamoto, Yasunori; Miyaura, Norio [Tetrahedron Letters, 2007, vol. 48, # 23, p. 4007 - 4010]

25
[ 137-43-9 ]
[ 159613-21-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: 89 percent / K₂CO₃ / dimethylformamide / 12 h / 50 °C 2.1: n-BuLi / diethyl ether; hexane / 1 h / -78 °C 2.2: diethyl ether; hexane / 1 h / -78 °C

Reference： [1]Paraskar, Abhimanyu S.; Sudalai, Arumugam [Tetrahedron, 2006, vol. 62, # 20, p. 4907 - 4916]

26
[ 613-70-7 ]
[ 159613-21-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1.1: 99 percent / NBS / acetonitrile / 10 h / 60 °C 2.1: 95 percent / NaHCO₃ / methanol / 3 h / Heating 3.1: 89 percent / K₂CO₃ / dimethylformamide / 12 h / 50 °C 4.1: n-BuLi / diethyl ether; hexane / 1 h / -78 °C 4.2: diethyl ether; hexane / 1 h / -78 °C

Reference： [1]Paraskar, Abhimanyu S.; Sudalai, Arumugam [Tetrahedron, 2006, vol. 62, # 20, p. 4907 - 4916]

27
[ 66037-04-5 ]
[ 159613-21-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: 95 percent / NaHCO₃ / methanol / 3 h / Heating 2.1: 89 percent / K₂CO₃ / dimethylformamide / 12 h / 50 °C 3.1: n-BuLi / diethyl ether; hexane / 1 h / -78 °C 3.2: diethyl ether; hexane / 1 h / -78 °C

Reference： [1]Paraskar, Abhimanyu S.; Sudalai, Arumugam [Tetrahedron, 2006, vol. 62, # 20, p. 4907 - 4916]

28
[ 37942-01-1 ]
[ 159613-21-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: 89 percent / K₂CO₃ / dimethylformamide / 12 h / 50 °C 2.1: n-BuLi / diethyl ether; hexane / 1 h / -78 °C 2.2: diethyl ether; hexane / 1 h / -78 °C

Reference： [1]Paraskar, Abhimanyu S.; Sudalai, Arumugam [Tetrahedron, 2006, vol. 62, # 20, p. 4907 - 4916]

29
[ 90-05-1 ]
[ 159613-21-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1.1: 97 percent / H₂SO₄ / 6 h / 100 °C 2.1: 99 percent / NBS / acetonitrile / 10 h / 60 °C 3.1: 95 percent / NaHCO₃ / methanol / 3 h / Heating 4.1: 89 percent / K₂CO₃ / dimethylformamide / 12 h / 50 °C 5.1: n-BuLi / diethyl ether; hexane / 1 h / -78 °C 5.2: diethyl ether; hexane / 1 h / -78 °C

Reference： [1]Paraskar, Abhimanyu S.; Sudalai, Arumugam [Tetrahedron, 2006, vol. 62, # 20, p. 4907 - 4916]

30
[ 159613-21-5 ]
[ 894421-55-7 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 88 percent / Na₂CO₃; O₂ / Pd(OAc)2 / dimethylformamide / 12 h / 50 °C / 760 Torr 2: 90 percent / NBS; AIBN / CCl₄ / 10 h / Heating

Reference： [1]Paraskar, Abhimanyu S.; Sudalai, Arumugam [Tetrahedron, 2006, vol. 62, # 20, p. 4907 - 4916]

31
[ 159613-21-5 ]
[ 894421-61-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 88 percent / Na₂CO₃; O₂ / Pd(OAc)2 / dimethylformamide / 12 h / 50 °C / 760 Torr 2: 90 percent / NBS; AIBN / CCl₄ / 10 h / Heating 3: 99 percent / NaN₃ / ethanol; H₂O / 8 h / Heating

Reference： [1]Paraskar, Abhimanyu S.; Sudalai, Arumugam [Tetrahedron, 2006, vol. 62, # 20, p. 4907 - 4916]

32
[ 159613-21-5 ]
[ 85416-75-7 ]

Reference： [1]Tetrahedron,2006,vol. 62,p. 4907 - 4916

33
[ 159613-21-5 ]
[ 85416-73-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: 88 percent / Na₂CO₃; O₂ / Pd(OAc)2 / dimethylformamide / 12 h / 50 °C / 760 Torr 2: 90 percent / NBS; AIBN / CCl₄ / 10 h / Heating 3: 99 percent / NaN₃ / ethanol; H₂O / 8 h / Heating 4: NaBH₄; [4(S)-Ph-oxazolidin-2-ylidene][4(S)-Ph-2-oxazolin-2-yl](CN)C / CoCl₂*6H₂O / ethanol; dimethylformamide / 24 h / 25 °C

Reference： [1]Paraskar, Abhimanyu S.; Sudalai, Arumugam [Tetrahedron, 2006, vol. 62, # 20, p. 4907 - 4916]

34
[ 5419-55-6 ]
[ 138509-45-2 ]
[ 159613-21-5 ]

Yield	Reaction Conditions	Operation in experiment
89%	With n-butyllithium In tetrahydrofuran	35.4 2-(4-Carboxyphenyl)-5-(3-cyclopentyloxy-4-methoxyphenyl)-3-(4,6-dimethylpyrimidin-2-yl)thiomethylthiophene Step 4. Preparation of 3-Cyclopentyloxy-4-methoxyphenylboronic acid: To a solution of 4-bromo-2-cyclopentyloxy-1-methoxybenzene (3.4 g, 12.5 mmol) (see: Meyer, A. I. et al, (1993) J. Org. Chem. 58, 36) in THF (60 mL) at -78° C. was added n-BuLi (5.2 mL, 2.4M in hexanes) over 2 min and the resultant solution stirred at -78° C. for 5 min. Triisopropylborate (3 mL) was added in one portion and the mixture was stirred at -78° C. for 20 min, allowed to warm to rt, and quenched with water and acetic acid (0.75 mL). Concentration in vacuo afforded a white solid which was filtered. The white solid was washed twice with water and dried under reduced pressure to give the title compound (2.64 g, 89% yield) as a white powder. 1 H NMR (400 MHz, acetone-d6 +1 drop D2 O): δ7.44-7.41 (m, 2H), 6.90 (d, 1H), 4.80 (m, 1H), 3.77 (s, 3H), 1.90-1.50 (m, 8H).

Reference： [1]Current Patent Assignee: MERCK & CO INC - US6034089, 2000, A

35
LiOH monohydrate [ No CAS ]
[ 7732-18-5 ]
[ 497-19-8 ]
[ 159613-21-5 ]
[ 222840-53-1 ]

Yield	Reaction Conditions	Operation in experiment
	In 1,4-dioxane; 1,2-dimethoxyethane; ethanol; ethyl acetate	106.4 5-(4-Carboxyphenyl)-2,3-bis((3-cyclopentyloxy-4-methoxy)phenyl)thiophene Step 4. A mixture of 20 (303 mg), 3-cyclopentyloxy-4-methoxyphenylboronic acid (373 mg), Pd(PPh3)4 (27 mg) and Na2 CO3 (0.8 mL, 2M) in DME (7 mL) was deoxygenated under N2 and heated to reflux for 5 h and worked up as usual. Purification of the crude by flash chromatography failed to give compound 21 in its pure form. As a result, the fraction containing 21 (180 mg) was dissolved in dioxane (1 mL) and H2 O (1 mL) containing LiOH monohydrate (46 mg) and the mixture was heated to 70° C. for 2 h and cooled to rt. The mixture was acidified with 1N HCl and then extracted with ethyl acetate. The crude product was purified by flash chromatography (60% ethyl acetate, 5% ethanol in hexanes) to afford the title compound. M.P.: see Table 1.

Reference： [1]Current Patent Assignee: MERCK & CO INC - US6034089, 2000, A

36
[ 29786-93-4 ]
[ 121-43-7 ]
[ 138509-45-2 ]
[ 159613-21-5 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride In tetrahydrofuran; hexane; ethyl acetate	1 3-Cyclopentyloxy-4-methoxyphenylboronic acid. 3-Cyclopentyloxy-4-methoxyphenylboronic acid. 3-Cyclopentyloxy-4-methoxyphenylbromide (25 g, 0.0923 mol) was dissolved in dry THF (400 mL) in a flame dried flask under nitrogen. The solution was stirred and cooled (-78° C.). n-Butyllithium (2.5M in THF, 42.44 mL, 0.106 mol) was added over 15 minutes with a raise in temperature to no hi gher than -50° C. The reaction was allowed to stir 2 hours at -78° C. Trimethylborate (28.76 mL, 0.277 mol) was added over 5 minutes. The reaction was allowed to warm toward ambient room temperature over two hours. HCl (1N, 300 mL, 0.3 mol) was added and the reaction was stirred 18 hours. Reaction pro-gress was monitored by TLC (50% ethyl acetate in hexane). The product was extracted with ethyl ether (3*150 mL). The combined organic layers were washed with water (150 mL); brine(150 mL); and were dried (magnesium sulfate). The concentrated product is used crude. Yield was essentially "quantitative". IR (KBr) 3420 cm-1; NMR (DMSO/D2 O) δ 7.32 (d, 1H, J=7.89) 7.28 (s, 1H) 6.9 (d, 1H, J=7.89) 4.72 (m, 1H) 3.70 (s,3H) 1.84-1.51 (m, 8H); MS (+FAB) m/z: 237 (M+H).

Reference： [1]Current Patent Assignee: PFIZER INC - US5691376, 1997, A

37
[ 137-43-9 ]
[ 60-29-7 ]
[ 108-95-2 ]
[ 138509-45-2 ]
[ 159613-21-5 ]

Yield	Reaction Conditions	Operation in experiment
65.62 g (0.242 mol, 98%)	With potassium carbonate In hexane; acetonitrile	1 3-Cyclopentyloxy-4-methoxybromobenzene EXAMPLE 1 3-Cyclopentyloxy-4-methoxybromobenzene Cyclopentyl bromide (37 mL, 0.345 mol) was added to a slurry of the phenol (50 g, 0.246 mol) and potassium carbonate (17 g, 0.123 mol) in acetonitrile (500 mL) at reflux temperature. After two hours, cyclopentyl bromide (13.2 mL, 0.123 mol) and potassium carbonate (8.5 g, 0.062 mol) were added to complete the reaction (1 hour). Reaction progress was monitored by TLC (50% ethyl ether in hexane). The suspension was filtered. The filtered material was washed with ethyl acetate (2*100 mL). The filtrates were combined, concentrated and distilled under vacuum (0.1 mm, 140° C.°145° C.) to yield 65.62 g (0.242 mol, 98%) of product, 3-Cyclopentyloxy-4-methoxyphenylboronic acid.

Reference： [1]Current Patent Assignee: PFIZER INC - US5650444, 1997, A

38
tetrakistriphenylphospine palladium ⁽⁰⁾ [ No CAS ]
[ 586-76-5 ]
[ 159613-21-5 ]
[ 158427-69-1 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium carbonate In ethanol; hexane; water; ethyl acetate; toluene	1 3-Cyclopentyloxy-4-methoxybromobenzene 3'-Cyclopentyloxy-4'-methoxy-biphenyl-4-carboxylic acid. 3-Cyclopentyloxy-4-methoxyphenylboronic acid (1 g, 4.25 mmol), 4-bromobenzoic acid (897 mg, 4.46 mmol), sodium carbonate (1.5 g), toluene (30 mL), water (12 mL), and ethanol (6 mL) were added to a flask at room temperature and stirred. The reaction was flushed with nitrogen. The catalyst, tetrakistriphenylphospine palladium (0) (100 mg) was added. The reaction was heated at reflux temperature sixteen hours. At that time the catalyst turned to a black suspension. The reaction was monitored by TLC (50% ethyl acetate in hexane) and was complete when the catalyst was dead. The reaction was diluted with ethyl acetate (50 mL) and NaOH (0.5N, 50 mL). The organic phase was separated and extracted with NaOH (0.5N, 250 mL). The combined aqueous was acidified with HCl (2.5N) until red to litmus. The precipitate was extracted with ethyl acetate (350 mL). The combined organic layers were washed with brine and dried (magnesium sulfate). The organic layers were boiled with activated charcoal and filtered through a bed of silica atop a bed of celite. The resulting clear organic was concentrated to dryness. Recrystallization (ethyl acetate/hexane) yielded 1.0 g of product (3.21 mmol, 75.4%): mp 231.5° C.-232.5° C. IR (KBr) 2960, 1670 cm-1; NMR (DMSO) δ 12.89 (1H, s), 7.96 (2H, d, J=8.5 Hz), 7.74 (2H, d, J=8.5 Hz), 7.26 (1H, d, J=8.2 Hz), 7.24 (1H, s), 7.04 (1H, d, J=8.2 Hz), 4.93 (1H, m), 3.78 (3H, s), 2.0-1.5 (8H, m); MS m/z: 312 (M+), 244 (100); Elemental analysis for: C19 H20 O4 Calc'd: C, 73.06; H, 6.45 Found: C, 72.73; H, 6.45
	With sodium carbonate In ethanol; hexane; water; ethyl acetate; toluene	1 3'-Cyclopentyloxy-4'-methoxy-biphenyl-4-carboxylic acid. 3'-Cyclopentyloxy-4'-methoxy-biphenyl-4-carboxylic acid. 3-Cyclopentyloxy-4-methoxyphenylboronic acid (1 g, 4.25 mmol), 4-bromobenzoic acid (897 mg, 4.46 mmol), sodium carbonate (1.5 g), toluene (30 mL), water (12 mL), and ethanol (6 mL) were added to a flask at room temperature and stirred. The reaction was flushed with nitrogen. The catalyst, tetrakistriphenylphospine palladium (0) (100 mg) was added. The reaction was heated at reflux temperature sixteen hours. At that time the catalyst turned to a black suspension. The reaction was monitored by TLC (50% ethyl acetate in hexane) and was complete when the catalyst was dead. The reaction was diluted with ethyl acetate (50 mL) and NaOH (0.5N, 50 mL). The organic phase was separated and extracted with NaOH (0.5N, 250 mL). The combined aqueous was acidified with HCl (2.5N) until red to litmus. The precipitate was extracted with ethyl acetate (350 mL). The combined organic layers were washed with brine and dried (magnesium sulfate). The organic layers were boiled with activated charcoal and filtered through a bed of silica atop a bed of celite. The resulting clear organic was concentrated to dryness. Recrystallization (ethyl acetate/hexane) yielded 1.0 g of product (3.21 mmol, 75.4%): mp 231.5° C.-232.5° C. IR (KBr) 2960, 1670 cm-1; NMR (DMSO) δ 12.89 (1H, s), 7.96 (2H, d, J=8.5 Hz), 7.74 (2H, d, J =8.5 Hz), 7.26 (1H, d, J=8.2 Hz), 7.24 (1H, s), 7.04 (1H, d, J=8.2 Hz), 4.93 (1H, m), 3.78 (3H, s), 2.0-1.5 (8H, m); MS m/z: 312 (M+), 244 (100); Elemental analysis for: C19 H20 O4 Calc'd: C, 73.06; H, 6.45 Found: C, 72.73; H, 6.45

Reference： [1]Current Patent Assignee: PFIZER INC - US5650444, 1997, A
[2]Current Patent Assignee: PFIZER INC - US5691376, 1997, A

39
6-trifluoromethanesulfonate-3,4,-dihydro-2H-naphthalen-1-one [ No CAS ]
tetrakistriphenylphospine palladium ⁽⁰⁾ [ No CAS ]
[ 159613-21-5 ]
[ 171808-25-6 ]

Yield	Reaction Conditions	Operation in experiment
0.41 g (1.22 mmol, 38%)	With sodium carbonate In ethanol; hexane; water; ethyl acetate; toluene	20 6-(3-Cyclopentyloxy-4-methoxy-phenyl)-3,4-dihydro-2H-naphthalen-1-one EXAMPLE 20 6-(3-Cyclopentyloxy-4-methoxy-phenyl)-3,4-dihydro-2H-naphthalen-1-one 3-Cyclopentyloxy-4-methoxyphenylboronic acid (0.76 g, 3.23 mmol), 6-trifluoromethanesulfonate-3,4,-dihydro-2H-naphthalen-1-one (0.95 g, 3.23 mmol), sodium carbonate (1.0 g), toluene (30 mL), water (12 mL), and ethanol (6 mL) were added to a flask at room temperature and stirred. The reaction was flushed with nitrogen. The catalyst, tetrakistriphenylphospine palladium(0) (100 mg) was added. The reaction was heated at reflux temperature sixteen hours. At that time the catalyst turned to a black suspension. The reaction was monitored by TLC (50% ethyl acetate in hexane), however, completion of the reaction was obvious when the catalyst turned black. The reaction was diluted with ethyl acetate (50 mL). The organic phase was separated and extracted with water (50 mL). The organic phase was washed with brine and dried (magnesium sulfate). The organic phase was boiled with activated charcoal and filtered through a bed of silica atop a bed of celite. The resulting clear organic phase was dried (magnesium sulfate), filtered, concentrated to dryness. Recrystallization, from ethyl acetate/hexane, yielded 0.41 g (1.22 mmol, 38%) of product: mp 91° C.-92.5° C. IR (KBr) 1670 cm-1; NMR (DMSO) δ 7.90 (1H, d, J=8.9 Hz), 7.60 (2H, m), 7.25 (2H, m), 7.05 (1H, d, J=8.9 Hz), 4.94 (1H, m), 3.79 (3H, s), 3.0 (2H, c, J=6 Hz), 2.60 (2H, t, J=6 Hz), 2.05 (2H, m), 2.0-1.5 (8H, m); MS m/z: 337 (M+H), 269 (100, M-C5 H9). Elemental analysis for: C22 H24 O3 Calc'd: C, 78.54; H, 7.19 Found: C, 78.38; H, 7.22
0.41 g (1.22 mmol, 38%)	With sodium carbonate In ethanol; hexane; water; ethyl acetate; toluene	20 6-(3-Cyclopentyloxy-4-methoxy-phenyl)-3,4-dihydro-2H-naphthalen-1-one EXAMPLE 20 6-(3-Cyclopentyloxy-4-methoxy-phenyl)-3,4-dihydro-2H-naphthalen-1-one 3-Cyclopentyloxy-4-methoxyphenylboronic acid (0.76 g, 3.23 mmol), 6-trifluoromethanesulfonate-3,4,-dihydro-2H-naphthalen-1-one (0.95 g, 3.23 mmol), sodium carbonate (1.0 g), toluene (30 mL), water (12 mL), and ethanol (6 mL) were added to a flask at room temperature and stirred. The reaction was flushed with nitrogen. The catalyst, tetrakistriphenylphospine palladium(0) (100 mg) was added. The reaction was heated at reflux temperature sixteen hours. At that time the catalyst turned to a black suspension. The reaction was monitored by TLC (50% ethyl acetate in hexane), however, completion of the reaction was obvious when the catalyst turned black. The reaction was diluted with ethyl acetate (50 mL). The organic phase was separated and extracted with water (50 mL). The organic phase was washed with brine and dried (magnesium sulfate). The organic phase was boiled with activated charcoal and filtered through a bed of silica atop a bed of celite. The resulting clear organic phase was dried (magnesium sulfate), filtered, concentrated to dryness. Recrystallization, from ethyl acetate/hexane, yielded 0.41 g (1.22 mmol, 38%) of product: mp 91° C.-92.5° C. IR (KBr) 1670 cm-1; NMR (DMSO) δ 7.90 (1H, d, J=8.9 Hz), 7.60 (2H, m), 7.25 (2H, m), 7.05 (1H, d, J=8.9 Hz), 4.94 (1H, m), 3.79 (3H, s), 3.0 (2H, t, J=6 Hz), 2.60 (2H, t, J=6 Hz), 2.05 (2H, m), 2.0-1.5 (8H, m); MS m/z: 337 (M+H), 269 (100, M-C5 H9). Elemental analysis for: C22 H24 O3 Calc'd: C, 78.54; H, 7.19 Found: C, 78.38; H, 7.22

Reference： [1]Current Patent Assignee: PFIZER INC - US5650444, 1997, A
[2]Current Patent Assignee: PFIZER INC - US5691376, 1997, A

40
[ 14990-09-1 ]
[ 159613-21-5 ]
[ 1002760-95-3 ]

Yield	Reaction Conditions	Operation in experiment
99%	With potassium hydroxide In 1,4-dioxane; water at 20 - 80℃; for 5h;	3 (R)-tert-Butyl-3-(3-(cyclopentyloxy)-4-methoxyphenyl)-3-phenyl propanoate (10) was prepared according to the reaction described in formula X below as the optically active β-diaryl electron withdrawing group substituted compound. In formula X, symbol 9 represents a substrate and symbol 10 represents a product. [Show Image] In 3 ml of 1,4-dioxane and 0.1 ml of water, 0.015 mmole (3 mol%) of bis-norbornadiene rhodium tetrafluoroborate [Rh(nbd)2]BF4 and 0.0165 mmole (3.3 mol%) of (2S, 3S)-(-)-bis (diphenylphosphino) butane [(S,S)-Chiraphos] were allowed to react for fifteen minutes at room temperature under a nitrogen atmosphere to prepare a [Rh(nbd)(S,S)-Chiraphos] BF4 complex in the solution. Subsequently, 0.5 mmol of tert-butyl cinnamate, 0.4 ml of 1.25 M aqueous potassium hydroxide solution and 1.5 mmoles of 3-(cyclopentyloxy)-4-methoxyphenyl boronic acid were added to the solution, and the mixture was stirred for five hours at 80°C. Ether was added to the reaction solution, and the organic layer was washed using a saturated aqueous ammonium chloride solution. Anhydrous magnesium sulfate was added to dry the organic layer after which it was filtered and concentrated under reduced pressure, and the residue was purified using silica gel chromatography to obtain (R)-tert-butyl-3-[3-(cyclopentyloxy)-4-methoxyphenyl]-3-phenyl propanoate as product 10. The analytical results for the product are shown below. Chiral HPLC (Daicel Chiralpak 1A) was used, and the product was evaluated using hexane:isopropyl alcohol:dichloromethane = 100:1:5 as the solvent. The retention times for the two mirror image isomers were ten minutes and eleven minutes. Based on the results, the enantiomeric excess ratio (%ee) of the product was determined to be 93%ee. [α]D23 (c in CHCl3): +0.99 (0.45); 1HNMR (400MHz, CDCl3) δ 7.28-7.21 (m, 4H), 7.16 (t, J = 6.8 Hz, 1 H), 6.76-6.74 (m, 3H), 4.71-4.68 (m, 1 H), 4.40 (t, J = 8.3 Hz, 1 H), 3.78 (s, 3H), 2.93 (d, J = 8.3 Hz, 2H), 1.88-1.71 (m, 6H), 1.59-1.54 (m, 2H), 1.27 (S, 9H); 13CNMR (100 MHz, CDCl3) δ 23.9, 27.7, 32.68, 32.69, 42.2, 46.8, 55.9, 80.2, 80.3, 111.7, 114.8, 119.6, 126.2, 127.5, 128.3, 126.0, 143.8, 147.3, 171.1; MS (m/z): 213 (100), 229 (19), 272 (81), 339 (30), 396 (28, M+); exact mass calculated for C25H32O4: 396.2300; found 396.2311.

Reference： [1]Current Patent Assignee: MERCK & CO INC; JAPAN SCIENCE AND TECHNOLOGY AGENCY; HOKKAIDO UNIVERSITY - EP2042478, 2009, A1 Location in patent: Page/Page column 13-14

41
[ 145629-84-1 ]
[ 159613-21-5 ]
[ 959799-63-4 ]

Yield	Reaction Conditions	Operation in experiment
78%	With [{(R,R)-1,2-bis(tert-butylsulfinyl)benzene}RhCl]2; potassium hydroxide In dichloromethane; water at 40℃; for 1.5h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	General procedure for enantioselective rhodium-catalyzed addition of aryboronic acids to alkyl γ-phthalimidocrotonates Under an argon atmosphere and at room temperature, to a 10 mL Schlenk tube with a teflon cap was added complex [{(R,R)-1,2-bis(tert-butylsulfinyl)benzene}RhCl]2 (4.3 mg , 2.5 mol %) , alkyl γ-phthalimidocrotonates (0.2 mmol) 1, ArB(OH)2 2 (0.6 mmol), degassed KOH (1.0 M, 0.1 ml, 0.1 mmol) and 1 mL CH2Cl2 was added sequentially. The mixture was stirred for 1.5 h at 40 °C (monitored by TLC) and directly charged onto a column (silica gel) and flash chromatographed with a mixture of petroleum / ethyl acetate to afford the product 3.

Reference： [1]Han, Fuzhong; Chen, Jun; Zhang, Xiangyang; Liu, Jibing; Cun, Linfeng; Zhu, Jin; Deng, Jingen; Liao, Jian [Tetrahedron Letters, 2011, vol. 52, # 7, p. 830 - 833]

42
[ 141293-14-3 ]
[ 159613-21-5 ]
(R)-tert-butyl 4-(3-(cyclopentyloxy)-4-methoxyphenyl)-2-oxopyrrolidine-1-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
98%	Stage #1: 3-cyclopentyloxy-4-methoxyphenylboronic acid With (3aS,6aS)-3,6-diphenyl-1,3a,4,6a-tetrahydropentalene; chlorobis(ethylene)rhodium(I) dimer In toluene at 20℃; for 0.25h; Inert atmosphere; Stage #2: N-(tert-butoxycarbonyl)pyrrol-2(5H)-one With triethylamine In water; toluene at 60℃; for 6h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;

Reference： [1]Shao, Cheng; Yu, Hong-Jie; Wu, Nuo-Yi; Tian, Ping; Wang, Rui; Feng, Chen-Guo; Lin, Guo-Qiang [Organic Letters, 2011, vol. 13, # 4, p. 788 - 791]

43
[ 77-79-2 ]
[ 159613-21-5 ]
(S) 3-(3-cyclopentyloxy-4-methoxyphenyl)tetrahydrothiophene 1,1-dioxide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
61%	With C₆₄H₄₄Cl₂F₈Fe₄Rh₂; potassium hydroxide In 1,4-dioxane; water at 60℃; for 16h; Inert atmosphere; Schlenk technique; Sealed tube; enantioselective reaction;

Reference： [1]Lim, Kelvin Meng-Hui; Hayashi, Tamio [Journal of the American Chemical Society, 2015, vol. 137, # 9, p. 3201 - 3204]

44
3,5-dichlorobenzyl acrylate [ No CAS ]
[ 369-57-3 ]
[ 159613-21-5 ]
3,5-dichlorobenzyl 3-phenyl-3-(3-cyclopentyloxy-4-methoxyphenyl)propanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
46%	With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; C₆₄H₆₁O₄P; sodium hydrogencarbonate In diethyl ether at 20℃; for 20h; Schlenk technique; Inert atmosphere; enantioselective reaction;

Reference： [1]Yamamoto, Eiji; Hilton, Margaret J.; Orlandi, Manuel; Saini, Vaneet; Toste, F. Dean; Sigman, Matthew S. [Journal of the American Chemical Society, 2016, vol. 138, # 49, p. 15877 - 15880]

45
3,5-dichlorobenzyl acrylate [ No CAS ]
[ 369-57-3 ]
[ 159613-21-5 ]
3,5-dichlorobenzyl 3-phenyl-3-(3-cyclopentyloxy-4-methoxyphenyl)propanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium hydrogencarbonate In tetrahydrofuran at 20℃; for 20h; Schlenk technique; Inert atmosphere;

46
[ 4031-15-6 ]
[ 159613-21-5 ]
[ 61413-54-5 ]

Reference： [1]Journal of the American Chemical Society,2017,vol. 139,p. 7757 - 7760

47
[ 4031-15-6 ]
[ 159613-21-5 ]
4-(3-(cyclopentyloxy)-4-methoxyphenyl)-1-(perfluorobenzoyl)pyrrolidin-2-on [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
78%	With potassium phosphate; chloro(1,5-cyclooctadiene)rhodium(I) dimer In 1,4-dioxane at 0 - 20℃; for 2.16667h;

Reference： [1]Chen, Ming; Dong, Guangbin [Journal of the American Chemical Society, 2017, vol. 139, # 23, p. 7757 - 7760]

48
[ 159613-21-5 ]
4-(3-(cyclopentyloxy)-4-methoxyphenyl)-1-(perfluorobenzoyl)-1H-pyrrol-2(5H)-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: potassium phosphate; chloro(1,5-cyclooctadiene)rhodium(I) dimer / 1,4-dioxane / 2.17 h / 0 - 20 °C 2: 2,5-di-tert-butyl-p-benzoquinone; palladium(II) trifluoroacetate; racemic methyl phenyl sulfoxide; zinc(II) trifluoroacetate; di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine / dichloromethane; 1,4-dioxane / 24 h / 20 °C / Inert atmosphere; Sealed tube

Reference： [1]Chen, Ming; Dong, Guangbin [Journal of the American Chemical Society, 2017, vol. 139, # 23, p. 7757 - 7760]

49
[ 141293-14-3 ]
[ 159613-21-5 ]
[ 61413-54-5 ]

Yield	Reaction Conditions	Operation in experiment
43%	With lumiflavin; ammonium formate In acetic acid methyl ester; water for 16h; Inert atmosphere; Irradiation;

Reference： [1]Bloom, Steven; Chilamari, Maheshwerreddy; Immel, Jacob R. [ACS Catalysis, 2020, vol. 10, # 21, p. 12727 - 12737]

50
Ac-Gly-Pro-Dha-Phe-NH2 [ No CAS ]
[ 159613-21-5 ]
C₃₃H₄₃N₅O₇ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With lumiflavin In aq. phosphate buffer for 6h; Irradiation; Inert atmosphere; chemoselective reaction;

Reference： [1]Bloom, Steven; Chilamari, Maheshwerreddy; Immel, Jacob R. [Chemical Science, 2021, vol. 12, # 29, p. 10083 - 10091]

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P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 159613-21-5 ]

Quality Control of [ 159613-21-5 ]

Related Doc. of [ 159613-21-5 ]

Product Details of [ 159613-21-5 ]

Calculated chemistry of [ 159613-21-5 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 159613-21-5 ]

Application In Synthesis of [ 159613-21-5 ]

[ 159613-21-5 ] Synthesis Path-Upstream 1~1

[ 159613-21-5 ] Synthesis Path-Downstream 1~50

Related Functional Groups of [ 159613-21-5 ]

Organoboron

Aryls

Ethers

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 159613-21-5 ]