[ CAS No. 1027757-13-6 ]

Name: 1027757-13-6|2-(2-(Benzyloxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|98%
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Quality Control of [ 1027757-13-6 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 1027757-13-6 ]

SDS Specification

Alternatived Products of [ 1027757-13-6 ]

Product Details of [ 1027757-13-6 ]

CAS No. :	1027757-13-6	MDL No. :	MFCD03001334
Formula :	C₁₉H₂₃BO₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	OYMQYMSYMNEKLI-UHFFFAOYSA-N
M.W :	310.20	Pubchem ID :	3525007
Synonyms :

Calculated chemistry of [ 1027757-13-6 ]

Physicochemical Properties

Num. heavy atoms :	23
Num. arom. heavy atoms :	12
Fraction Csp3 :	0.37
Num. rotatable bonds :	4
Num. H-bond acceptors :	3.0
Num. H-bond donors :	0.0
Molar Refractivity :	93.9
TPSA :	27.69 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	Yes
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	Yes
CYP3A4 inhibitor :	Yes
Log Kp (skin permeation) :	-5.09 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.0
Log Po/w (XLOGP3) :	4.37
Log Po/w (WLOGP) :	3.41
Log Po/w (MLOGP) :	2.63
Log Po/w (SILICOS-IT) :	3.36
Consensus Log Po/w :	2.75

Druglikeness

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

Water Solubility

Log S (ESOL) :	-4.64
Solubility :	0.00713 mg/ml ; 0.000023 mol/l
Class :	Moderately soluble
Log S (Ali) :	-4.67
Solubility :	0.00667 mg/ml ; 0.0000215 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-6.64
Solubility :	0.0000706 mg/ml ; 0.000000228 mol/l
Class :	Poorly soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	3.31

Safety of [ 1027757-13-6 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P261-P305+P351+P338	UN#:
Hazard Statements:	H302-H315-H319-H335	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1027757-13-6 ]

* 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 [ 1027757-13-6 ]

[ 1027757-13-6 ] Synthesis Path-Downstream 1~6

1
[ 1027757-13-6 ]
[ 127413-58-5 ]
[ 1190387-34-8 ]

Yield	Reaction Conditions	Operation in experiment
23%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In toluene at 80℃;

Reference： [1]Location in patent: scheme or table Hiraiwa, Yukiko; Morinaka, Akihiro; Fukushima, Takayoshi; Kudo, Toshiaki [Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 17, p. 5162 - 5165]

2
[ 1027757-13-6 ]
[ 27126-76-7 ]
[ 1417417-98-1 ]

Yield	Reaction Conditions	Operation in experiment
98%	With trifluoroacetic acid at 20℃; for 3h;

Reference： [1]Ito, Motoki; Itani, Itsuki; Toyoda, Yosuke; Morimoto, Koji; Dohi, Toshifumi; Kita, Yasuyuki [Angewandte Chemie - International Edition, 2012, vol. 51, # 50, p. 12555 - 12558][Angew. Chem., 2012, vol. 124, # 50, p. 12723 - 12726,4]

3
[ 1027757-13-6 ]
[ 1610520-84-7 ]
[ 1610518-87-0 ]

Yield	Reaction Conditions	Operation in experiment
46%	With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; potassium carbonate In isopropyl alcohol at 110℃; for 0.5h; Microwave irradiation;	71 Example 71 : 7-(2-(benzyloxy)phenyl)-5-methyl-2-((4-(methylsulphonyl)piperazin-1- yl)methyl)thienor3,2-clpyridin-4(5H)-one To a solution of 7-bromo-5-methyl-2-((4-(methylsulphonyl)piperazin-1-yl)methyl)thieno[3,2-c]pyridin- 4(5H)-one (for a preparation see Intermediate 69, 150 mg, 0.357 mmol) and 2-(2- (benzyloxy)phenyl)-4, 4, 5, 5-tetra methyl- 1 ,3,2-dioxaborolane (166 mg, 0.535 mmol) in isopropanol (5 ml.) were successively added potassium carbonate (0.892 ml_, 1.784 mmol) and PEPPSI (24.25 mg, 0.036 mmol). The resulting mixture was heated at 1 10 °C in the microwave for 30 min, whereupon the reaction mixture was allowed to cool down to rt and was concentrated in vacuo. The crude residue was partitioned between EtOAc and a saturated aqueous solution of sodium bicarbonate. The phases were separated, the aqueous phase was extracted 3 times with EtOAc and the combined organic layers were washed with brine, dried over MgSC , filtered and concentrated in vacuo. The residue was purified via MDAP. The appropriate fractions were combined and concentrated in vacuo to give 7-(2-(benzyloxy)phenyl)-5-methyl-2-((4-(methylsulphonyl)piperazin-1- yl)methyl)thieno[3,2-c]pyridin-4(5H)-one (85 mg, 46% yield) as a white solid. LCMS (2 min, Formic Acid): Rt = 0.89 min, MH+ = 524.

Reference： [1]Current Patent Assignee: GLAXOSMITHKLINE PLC - WO2014/78257, 2014, A1 Location in patent: Page/Page column 182

4
[ 20012-63-9 ]
[ 1027757-13-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: formic acid; sodium cyanoborohydride / methanol / 16 h / 0 - 20 °C / pH 3 - 4 / Inert atmosphere 1.2: 0 °C / Inert atmosphere 2.1: bis(1,5-cyclooctadiene)nickel⁽⁰⁾; 1,3-dicyclohexyl-1H-imidazol-3-ium chloride; potassium <i>tert</i>-butylate / toluene; 2-ethoxy-ethanol / 24 h / 50 °C / Schlenk technique; Inert atmosphere

Reference： [1]Hu, Jiefeng; Sun, Heqing; Cai, Wangshui; Pu, Xinghui; Zhang, Yemin; Shi, Zhuangzhi [Journal of Organic Chemistry, 2016, vol. 81, # 1, p. 14 - 24]

5
2-(benzyloxy)-N,N,N-trimethylbenzenaminium trifluoromethanesulfonate [ No CAS ]
[ 73183-34-3 ]
[ 1027757-13-6 ]

Yield	Reaction Conditions	Operation in experiment
55%	With bis(1,5-cyclooctadiene)nickel⁽⁰⁾; potassium <i>tert</i>-butylate; 1,3-dicyclohexyl-1H-imidazol-3-ium chloride In 2-ethoxy-ethanol; toluene at 50℃; for 24h; Schlenk technique; Inert atmosphere;

Reference： [1]Hu, Jiefeng; Sun, Heqing; Cai, Wangshui; Pu, Xinghui; Zhang, Yemin; Shi, Zhuangzhi [Journal of Organic Chemistry, 2016, vol. 81, # 1, p. 14 - 24]

6
[ 1027757-13-6 ]
[ 1589518-11-5 ]
C₃₅H₂₇O₂P [ No CAS ]
C₃₅H₂₇O₂P [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With C₂₆H₃₀FeNP; palladium diacetate; sodium phosphate In 1,4-dioxane at 40 - 100℃; for 100h; Inert atmosphere; Overall yield = 80 %; Optical yield = 86 %ee;	12 Example 12: Preparation of Compound 12 Under nitrogen protection,(0.25 mmol) of (1-bromo-2-naphthyl) -diphenylphosphine oxide,62 mg (0.5 mmol) of aryl boronate,159 mg (0.75 mmol) of Na3PO4,5.65 mg (0.012 mmol) of ligand L4,4.58 mg (0.005 mmol) of Pd (OAc) 2 was added to the reaction tube.3 mL of oxygen-free dioxane as solvent,40-100 ° C for 100 hours.The reaction system is filtered to remove insoluble matter, concentrated, and the crude product is separated and purified by a silica gel column to obtain a pale yellow solid product. Ml, tR = 7.69 min, HPLC: m / z: 80%, enantioselectivity: 86% ee (high performance liquid chromatography, ChiralcelAD-H column, 25C, n-hexane: isopropanol = 75:25, 1.0 mL / 12.20 min)

Reference： [1]Current Patent Assignee: SUN YAT-SEN UNIVERSITY (CHINA) - CN103910758, 2016, B Location in patent: Paragraph 0077; 0078; 0079; 0080; 0081; 0082

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[ 1027757-13-6 ]

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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
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H221	Flammable gas
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H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
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H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
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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
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H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
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H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
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H301	Toxic if swallowed
H302	Harmful if swallowed
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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
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H351	Suspected of causing cancer
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H361d	Suspected of damaging the unborn child
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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. 1027757-13-6 ]

Quality Control of [ 1027757-13-6 ]

Related Doc. of [ 1027757-13-6 ]

Product Details of [ 1027757-13-6 ]

Calculated chemistry of [ 1027757-13-6 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 1027757-13-6 ]

Application In Synthesis of [ 1027757-13-6 ]

[ 1027757-13-6 ] Synthesis Path-Downstream 1~6

Related Functional Groups of [ 1027757-13-6 ]

Organoboron

Aryls

Ethers

Esters

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 1027757-13-6 ]