[ CAS No. 250726-93-3 ] {[proInfo.proName]}

Name: 250726-93-3|2-(2,3-Dihydrothieno[3,4-b][1,4]dioxin-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|98%
Brand: Ambeed
SKU: A228940
Price: 35.0 USD
Availability: InStock
Rating: 93 (32 reviews)

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

2D 3D

Structure of 250726-93-3 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 110K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 250726-93-3 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 250726-93-3 ]

SDS Specification

Alternatived Products of [ 250726-93-3 ]

Product Details of [ 250726-93-3 ]

CAS No. :	250726-93-3	MDL No. :	MFCD08060541
Formula :	C₁₂H₁₇BO₄S	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	HRLHWIMNIQOHRF-UHFFFAOYSA-N
M.W :	268.14	Pubchem ID :	15417854
Synonyms :

Calculated chemistry of [ 250726-93-3 ]

Physicochemical Properties

Num. heavy atoms :	18
Num. arom. heavy atoms :	5
Fraction Csp3 :	0.67
Num. rotatable bonds :	1
Num. H-bond acceptors :	4.0
Num. H-bond donors :	0.0
Molar Refractivity :	71.66
TPSA :	65.16 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	Yes
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.27 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.0
Log Po/w (XLOGP3) :	2.34
Log Po/w (WLOGP) :	1.82
Log Po/w (MLOGP) :	0.6
Log Po/w (SILICOS-IT) :	2.66
Consensus Log Po/w :	1.48

Druglikeness

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

Water Solubility

Log S (ESOL) :	-3.12
Solubility :	0.205 mg/ml ; 0.000765 mol/l
Class :	Soluble
Log S (Ali) :	-3.35
Solubility :	0.12 mg/ml ; 0.000449 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.3
Solubility :	0.135 mg/ml ; 0.000502 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	3.8

Safety of [ 250726-93-3 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501	UN#:
Hazard Statements:	H302-H312-H332	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 250726-93-3 ]

* 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.

Downstream synthetic route of [ 250726-93-3 ]

[ 250726-93-3 ] Synthesis Path-Downstream 1~50

1
[ 4805-22-5 ]
[ 250726-93-3 ]
2,3-dihydro-5-(5-(5-(2,3-dihydrothieno[3,4-b][1,4]dioxin-7-yl)thiophen-2-yl)thiophen-2-yl)thieno[3,4-b][1,4]dioxine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
20%	With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ In N,N-dimethyl-formamide at 100℃; for 16h;

Reference： [1]Mohanakrishnan; Hucke, Andre; Lyon, Michael A.; Lakshmikantham; Cava, Michael P. [Tetrahedron, 1999, vol. 55, # 40, p. 11745 - 11754]

2
[ 61676-62-8 ]
[ 126213-50-1 ]
[ 250726-93-3 ]

Yield	Reaction Conditions	Operation in experiment
95%	Stage #1: 3,4-(ethylenedioxy)thiophene With n-butyllithium Stage #2: 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
78%	Stage #1: 3,4-(ethylenedioxy)thiophene With n-butyllithium In tetrahydrofuran at -78 - 0℃; for 0.333333h; Inert atmosphere; Stage #2: 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In tetrahydrofuran at -78 - 20℃; for 17h; Irradiation;
71%	With n-butyllithium In tetrahydrofuran at -78 - 20℃; for 6h;

Reference： [1]Hassan Omar, Omar; La Gatta, Simona; Tangorra, Rocco Roberto; Milano, Francesco; Ragni, Roberta; Operamolla, Alessandra; Argazzi, Roberto; Chiorboli, Claudio; Agostiano, Angela; Trotta, Massimo; Farinola, Gianluca M. [Bioconjugate Chemistry, 2016, vol. 27, # 7, p. 1614 - 1623]
[2]Szabadai, Rebecca S.; Roth-Barton, Jesse; Ghiggino, Kenneth P.; White, Jonathan M.; Wilson, David J. D. [Australian Journal of Chemistry, 2014, vol. 67, # 8-9, p. 1330 - 1337]
[3]Mohanakrishnan; Hucke, Andre; Lyon, Michael A.; Lakshmikantham; Cava, Michael P. [Tetrahedron, 1999, vol. 55, # 40, p. 11745 - 11754]

3
[ 696-62-8 ]
[ 250726-93-3 ]
[ 925674-54-0 ]
2,3-dihydro-5,7-bis(4-methoxyphenyl)thieno[3,4-b][1,4]dioxine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 50% 2: 20%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In N,N-dimethyl-formamide at 80℃;
1: 30% 2: 20%	With potassium carbonate In N,N-dimethyl-formamide at 80℃;

Reference： [1]Mohanakrishnan, Arasambattu K.; Amaladass; Arul Clement [Tetrahedron Letters, 2007, vol. 48, # 4, p. 539 - 544]
[2]Amaladass; Clement, J. Arul; Mohanakrishnan, Arasambattu K. [Tetrahedron, 2007, vol. 63, # 41, p. 10363 - 10371]

4
[ 912562-10-8 ]
[ 250726-93-3 ]
C₂₆H₁₇O₅PS₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In tetrahydrofuran

Reference： [1]Dienes, Yvonne; Durben, Stefan; Karpati, Tamas; Neumann, Toni; Englert, Ulli; Nyulaszi, Laszlo; Baumgartner, Thomas [Chemistry - A European Journal, 2007, vol. 13, # 26, p. 7487 - 7500]

5
[ 250726-93-3 ]
[ 925674-70-0 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: 30 percent / K₂CO₃ / Pd(PPh₃)4 / dimethylformamide / 80 °C 2.1: POCl₃ / CH₂Cl₂ / 20 °C 2.2: 72 percent / CH₂Cl₂ / 10 h / 20 °C
	Multi-step reaction with 2 steps 1: 50 percent / Pd(PPh₃)4; K₂CO₃ / dimethylformamide / 80 °C 2: 72 percent / POCl₃

Reference： [1]Amaladass; Clement, J. Arul; Mohanakrishnan, Arasambattu K. [Tetrahedron, 2007, vol. 63, # 41, p. 10363 - 10371]
[2]Mohanakrishnan, Arasambattu K.; Amaladass; Arul Clement [Tetrahedron Letters, 2007, vol. 48, # 4, p. 539 - 544]

6
[ 250726-93-3 ]
3-(2,3-dihydro-5-(4-methoxyphenyl)thieno[3,4-b][1,4]dioxin-7-yl)-2-(thiophen-2-yl)acrylonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: 30 percent / K₂CO₃ / Pd(PPh₃)4 / dimethylformamide / 80 °C 2.1: POCl₃ / CH₂Cl₂ / 20 °C 2.2: 72 percent / CH₂Cl₂ / 10 h / 20 °C 3.1: 62 percent / t-BuOK / ethanol / 24 h
	Multi-step reaction with 3 steps 1: 50 percent / Pd(PPh₃)4; K₂CO₃ / dimethylformamide / 80 °C 2: 72 percent / POCl₃ 3: 62 percent / t-BuOk / ethanol

7
[ 250726-93-3 ]
2-((2,3-dihydro-5-(4-methoxyphenyl)thieno[3,4-b][1,4]dioxin-7-yl)methylene)malononitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: 30 percent / K₂CO₃ / Pd(PPh₃)4 / dimethylformamide / 80 °C 2.1: POCl₃ / CH₂Cl₂ / 20 °C 2.2: 72 percent / CH₂Cl₂ / 10 h / 20 °C 3.1: 51 percent / t-BuOK / ethanol / 24 h

Reference： [1]Amaladass; Clement, J. Arul; Mohanakrishnan, Arasambattu K. [Tetrahedron, 2007, vol. 63, # 41, p. 10363 - 10371]

8
[ 153759-58-1 ]
[ 250726-93-3 ]
[ 1034138-17-4 ]

Reference： [1]European Journal of Organic Chemistry,2008,p. 2118 - 2129

9
[ 25015-63-8 ]
3,4-ethylenedioxythiophene [ No CAS ]
[ 250726-93-3 ]

Yield	Reaction Conditions	Operation in experiment
67%	Stage #1: 3,4-ethylenedioxythiophene With n-butyllithium In tetrahydrofuran at -78 - 0℃; Inert atmosphere; Stage #2: 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In tetrahydrofuran at 20℃; for 17h; Inert atmosphere;

Reference： [1]Location in patent: experimental part Zulauf, Anais; Mellah, Mohamed; Guillot, Regis; Schulz, Emmanuelle [European Journal of Organic Chemistry, 2008, # 12, p. 2118 - 2129]

10
[ 676256-25-0 ]
[ 250726-93-3 ]
[ 1119899-28-3 ]

Yield	Reaction Conditions	Operation in experiment
97%	With sodium carbonate In water; N,N-dimethyl-formamide at 170℃; for 0.333333h; Microwave irradiation;	18 [0139] To a solution of 2 (0.20 g, 1.04 mmol), 5-(4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2- yl)-2,3-dihydro-thieno[3,4-£][l,4]dioxine (0.35 g, 1.3 mmol), and Pd(PPh3)4 (0.10 g, 0.087 mmol) in DMF (5 mL) was added Na2CO3 (2.0 M, 1.5 mL). The reaction mixture was heated for 20 min at 170 0C in a Biotage microwave reactor. The resulting mixture was filtered, washed with DCM and the filtrate concentrated. The crude product was purified by silica gel chromatography (hexanes to 40% EtOAc/hexanes) to afford the title compound as a yellow solid (0.30 g, 97 %). [0140] MS (ES+): m/z 298 (M+H)+

Reference： [1]Current Patent Assignee: SANOFI - WO2009/26345, 2009, A1 Location in patent: Page/Page column 34-35

11
[ 1216771-56-0 ]
[ 250726-93-3 ]
[ 1216771-91-3 ]

Yield	Reaction Conditions	Operation in experiment
58%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate In 1,2-dimethoxyethane; water at 135℃; for 0.666667h; Microwave irradiation;

Reference： [1]Location in patent: experimental part Hilton, Stephen; Naud, Sebastien; Caldwell, John J.; Boxall, Kathy; Burns, Samantha; Anderson, Victoria E.; Antoni, Laurent; Allen, Charlotte E.; Pearl, Laurence H.; Oliver, Antony W.; Wynne Aherne; Garrett, Michelle D.; Collins, Ian [Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 2, p. 707 - 718]

12
[ 433226-06-3 ]
[ 250726-93-3 ]
[ 1216772-02-9 ]

Reference： [1]Bioorganic and Medicinal Chemistry,2010,vol. 18,p. 707 - 718

13
[ 1062295-41-3 ]
[ 250726-93-3 ]
N-[(2S)-5-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2,3-dihydro-1H-inden-2-yl]-2-propanesulfonamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
45%	With sodium carbonate In 1,4-dioxane; water at 90℃; for 16h; Inert atmosphere;	8 Example 8: N-[(2S)-5-(2,3-dihydrothieno[3,4-fe][1 ,4]dioxin-5-yl)-2,3-dihydro-1H-inden- 2-yl]-2-propanesulfonamide. A reaction mixture of N-[(2S)-5-bromo-2,3-dihydro-1H-inden-2-yl]-2-propanesulfonamide (100mg, 0.31 mmol, Description 1), 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3- dihydrothieno[3,4-fe][1,4]dioxin (102mg, 0.38mmol), tetrakis(triphenylphosphine)palladium(0) (3.6mg, 1 mol%) and sodium carbonate (67mg, 0.63mmol) in a 3:1 mixture of dioxane and water (2.0ml) was heated at 9O0C, under an atmosphere of argon, for 16 hours with stirring. The mixture was allowed to cool before being partitioned between ethyl acetate and saturated aqueous sodium bicarbonate solution. The organic solution was dried (MgSO4) and evaporated under reduced pressure to yield the crude product. This crude product was purified using MDAP. The resulting solution was diluted with saturated aqueous sodium bicarbonate solution and extracted with dichloromethane. The organic solution was dried (MgSO4) and evaporated under reduced pressure to obtain the title compound as a pale yellow solid (53mg, 45%).LC/MS (ES): Found 380 (ES+), retention time 1.15mins (2 minute run). C18H21NO4S2 requires 379. 1H NMR (400MHz, CDCI3) δ 7.57 (1 H, m), 7.52 (1 H, m), 7.20 (1 H, d, J = 8 Hz), 6.28 (1 H, s), 4.28 (6H, m), 3.32 (2H, m), 3.19 (1 H, septet, J = 7 Hz), 2.92 (2H, m), 1.40 (6H, d, J = 7 Hz).

Reference： [1]Current Patent Assignee: GLAXOSMITHKLINE PLC - WO2010/66658, 2010, A1 Location in patent: Page/Page column 29

14
[ 1122-91-4 ]
[ 250726-93-3 ]
4‑(2,3‑dihydrothieno[3,4‑b][1,4]dioxin‑5‑yl)benzaldehyde [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
50%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In tetrahydrofuran; water for 24h; Reflux; Inert atmosphere;

Reference： [1]Location in patent: experimental part Chen, Bo-So; Chen, Dong-Yi; Chen, Chao-Ling; Hsu, Che-Wei; Hsu, Hui-Chu; Wu, Kuan-Lin; Liu, Shih-Hung; Chou, Pi-Tai; Chi, Yun [Journal of Materials Chemistry, 2011, vol. 21, # 6, p. 1937 - 1945]

15
[ 57848-46-1 ]
[ 250726-93-3 ]
[ 1275614-93-1 ]

Yield	Reaction Conditions	Operation in experiment
43%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In tetrahydrofuran; water for 24h; Reflux; Inert atmosphere;

16
[ 250726-93-3 ]
[ 1275614-94-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / 24 h / Reflux; Inert atmosphere 2: N-Bromosuccinimide / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

Reference： [1]Chen, Bo-So; Chen, Dong-Yi; Chen, Chao-Ling; Hsu, Che-Wei; Hsu, Hui-Chu; Wu, Kuan-Lin; Liu, Shih-Hung; Chou, Pi-Tai; Chi, Yun [Journal of Materials Chemistry, 2011, vol. 21, # 6, p. 1937 - 1945]

17
[ 250726-93-3 ]
[ 1275614-97-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / 24 h / Reflux; Inert atmosphere 2: N-Bromosuccinimide / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

18
[ 250726-93-3 ]
[ 1275614-95-3 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / 24 h / Reflux; Inert atmosphere 2: N-Bromosuccinimide / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere 3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / 24 h / Reflux; Inert atmosphere

19
[ 250726-93-3 ]
[ 1275614-98-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / 24 h / Reflux; Inert atmosphere 2: N-Bromosuccinimide / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere 3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / 24 h / Reflux; Inert atmosphere

20
[ 250726-93-3 ]
[ 1275614-96-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / 24 h / Reflux; Inert atmosphere 2: N-Bromosuccinimide / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere 3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / 24 h / Reflux; Inert atmosphere 4: ammonium acetate / acetic acid / 6 h / 140 °C / Inert atmosphere

21
[ 250726-93-3 ]
[ 1275614-99-7 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / 24 h / Reflux; Inert atmosphere 2: N-Bromosuccinimide / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere 3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / 24 h / Reflux; Inert atmosphere 4: ammonium acetate / acetic acid / 6 h / 140 °C / Inert atmosphere

22
[ 1392406-70-0 ]
[ 250726-93-3 ]
[ 1392406-72-2 ]

Yield	Reaction Conditions	Operation in experiment
27%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In water; toluene at 60℃; Inert atmosphere; Schlenk technique;

Reference： [1]Rihn, Sandra; Retailleau, Pascal; De Nicola, Antoinette; Ulrich, Gilles; Ziessel, Raymond [Journal of Organic Chemistry, 2012, vol. 77, # 20, p. 8851 - 8863]

23
[ 1392406-80-2 ]
[ 250726-93-3 ]
[ 1392406-82-4 ]

Yield	Reaction Conditions	Operation in experiment
27%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In water; toluene at 60℃; Inert atmosphere; Schlenk technique;

Reference： [1]Rihn, Sandra; Retailleau, Pascal; De Nicola, Antoinette; Ulrich, Gilles; Ziessel, Raymond [Journal of Organic Chemistry, 2012, vol. 77, # 20, p. 8851 - 8863]

24
[ 126213-50-1 ]
[ 250726-93-3 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 - 0 °C / Inert atmosphere; Schlenk technique 2: tetrahydrofuran / -78 °C / Inert atmosphere; Schlenk technique

Reference： [1]Rihn, Sandra; Retailleau, Pascal; De Nicola, Antoinette; Ulrich, Gilles; Ziessel, Raymond [Journal of Organic Chemistry, 2012, vol. 77, # 20, p. 8851 - 8863]

25
C₆H₅LiO₂S [ No CAS ]
[ 61676-62-8 ]
[ 250726-93-3 ]

Yield	Reaction Conditions	Operation in experiment
	In tetrahydrofuran at -78℃; Inert atmosphere; Schlenk technique;

Reference： [1]Rihn, Sandra; Retailleau, Pascal; De Nicola, Antoinette; Ulrich, Gilles; Ziessel, Raymond [Journal of Organic Chemistry, 2012, vol. 77, # 20, p. 8851 - 8863]

26
[ 1422956-83-9 ]
[ 250726-93-3 ]
[ 1422956-84-0 ]

Yield	Reaction Conditions	Operation in experiment
42%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; cesium fluoride In N,N-dimethyl-formamide at 80℃; for 16h; Inert atmosphere;

Reference： [1]Dal Molin, Marta; Matile, Stefan [Organic and Biomolecular Chemistry, 2013, vol. 11, # 12, p. 1952 - 1957]

27
[ 76-09-5 ]
[ 5419-55-6 ]
[ 126213-50-1 ]
[ 250726-93-3 ]