3-tert-Butoxycarbonylphenylboronic acid supplier

Name
3-tert-Butoxycarbonylphenylboronic acid
EINECS 691-957-9
CAS No. 220210-56-0
Density 1.15 g/cm³
Solubility
Melting Point 96-102°C
Formula C₁₁H₁₅BO₄
Boiling Point 375 °C at 760 mmHg
Molecular Weight 222.049
Flash Point 180.6 °C
Transport Information
Appearance white to light yellow crystal powder
Safety 26-36/37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 3-tert-Butoxycarbonylphenylboronicacid;
PSA 66.76000
LogP 0.32170

Synthetic route

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: 2298-07-9
4-Bromo-1-naphthylamine

: tert-butyl 3-(4-aminonaphthalen-1-yl)benzoate

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,4-dioxane; water at 90℃; for 4h;	100%

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: ((1-(3-bromophenyl)cyclopropyl)methoxy)(tert-butyl)dimethylsilane

: C27H38O3Si

Conditions

Conditions	Yield
With potassium phosphate; monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0) In toluene at 100℃; for 3h; Inert atmosphere; Glovebox;	100%

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: 18680-27-8
pinanediol

: 1154427-21-0
tert-butyl 3-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)benzoate

Conditions

Conditions	Yield
With magnesium sulfate In diethyl ether at 20℃; for 3h; Inert atmosphere;	99%
In tetrahydrofuran at 20℃; for 0.5h;	85%

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: 31462-58-5
5-iodopyrimidine

: 1595294-71-5
tert-butyl 3-(pyrimidin-5-yl)benzoate

Conditions

Conditions	Yield
With potassium carbonate In ethanol; water at 90℃; for 0.5h; Suzuki Coupling; Microwave irradiation;	99%

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: 7745-91-7
3-bromo-4-methylaniline

: tert-butyl 5'-amino-2'-methyl-[1,1'-biphenyl]-3-carboxylate

Conditions

Conditions	Yield
Stage #1: 3-bromo-4-methylaniline With potassium carbonate In water; toluene at 65℃; Inert atmosphere; Stage #2: 3-(tert-butoxycarbonyl)phenylboronic acid With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In water; toluene for 20h; Inert atmosphere; Reflux;	98%

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: 1152274-51-5
N-(1-Bromoisoquinolin-3-yl)-1-(2,2-difluorobenzo-[d][1,3]dioxol-5-yl)cyclopropanecarboxamide

: 1152274-55-9
tert-butyl 3-(3-(1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)cyclopropanecarboxamido)isoquinolin-1-yl)benzoate

Conditions

Conditions	Yield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water at 80℃;	97%

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: 1373125-71-3
C26H28BrNO

: C37H41NO3

Conditions

Conditions	Yield
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); tri tert-butylphosphoniumtetrafluoroborate In water; toluene at 90℃; for 14h; Heck-Suzuki cascade reaction; optical yield given as %de; diastereoselective reaction;	97%

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: 65-85-0
benzoic acid

Conditions

Conditions	Yield
With [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I); water In toluene at 90℃; for 1h; Microwave irradiation; Green chemistry;	96%

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: C39H28IO3P

: C50H41O5P

Conditions

Conditions	Yield
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In water; toluene at 80℃; for 12h; Inert atmosphere;	96%
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In water; toluene at 80℃; for 12h; Inert atmosphere;	96%

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: 7-bromo-Nα-(tert-butoxycarbonyl)-D-tryptophanamide

: (R)-Nα-tert-butoxycarbonyl-7-(3-(tert-butoxycarbonyl)phenyl)-tryptophanamide

Conditions

Conditions	Yield
With sodium 2'‐(dicyclohexylphosphaneyl)‐2,6‐diisopropyl‐[1,1'‐biphenyl]‐3‐sulfonate; potassium phosphate; sodium tetrachloropalladate(II) In 1,4-dioxane; water at 100℃; for 0.5h; Suzuki-Miyaura Coupling; Sealed tube; Inert atmosphere;	96%

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: 2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-(2,2,2-trifluoroethoxy)benzofuran-5-yl trifluoromethanesulfonate

: tert-butyl 3-(2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-(2,2,2-trifluoroethoxy)benzofuran-5-yl)benzoate

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In 1,4-dioxane; water at 110℃; Sealed tube; Inert atmosphere;	95%
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In 1,4-dioxane; water at 110℃; Inert atmosphere; Sealed tube;	95%

: 3430-17-9
2-bromo-3-picoline

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: 1083057-12-8
tert-butyl 3-(3-methylpyridin-2-yl)benzoate

Conditions

Conditions	Yield
Stage #1: 2-bromo-3-picoline With potassium carbonate In water; toluene at 65℃; Inert atmosphere; Stage #2: 3-(tert-butoxycarbonyl)phenylboronic acid With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In water; toluene for 18h; Inert atmosphere; Reflux;	92%
Stage #1: 2-bromo-3-picoline With potassium carbonate In water; toluene at 65℃; for 1h; Stage #2: 3-(tert-butoxycarbonyl)phenylboronic acid; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In water; toluene at 80℃; for 2h;	82%
Stage #1: 2-bromo-3-picoline With potassium carbonate In toluene at 65℃; for 1h; Inert atmosphere; Stage #2: 3-(tert-butoxycarbonyl)phenylboronic acid With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In toluene at 80℃; for 2h; Inert atmosphere;	82%

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: 78-94-4
methyl vinyl ketone

: tert-butyl 3-(3-oxobutyl)benzoate

Conditions

Conditions	Yield
With potassium phosphate; chloro(1,5-cyclooctadiene)rhodium(I) dimer In 1,4-dioxane; water at 60℃; Glovebox;	89%

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: 6-(ethoxy-1,1,2,2,2-d5)-2-(4-fluorophenyl)-3-(methylcarbamoyl)benzofuran-5-yl trifluoromethanesulfonate

: tert-butyl-3-(6-(ethoxy-1,1,2,2,2-d5)-2-(4-fluorophenyl)-3-(methylcarbamoyl)benzofuran-5-yl)benzoate

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In 1,3-dioxane; water at 100℃; for 16h; Inert atmosphere; Sealed tube;	87.57%

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: 875639-16-0
5-bromo-3-(2-methoxy-phenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine

: 875639-30-8
3-[3-(2-methoxy-phenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine-5-yl]-benzoic acid tert-butyl ester

Conditions

Conditions	Yield
With sodium hydrogencarbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In water; acetonitrile at 90℃; for 0.5h; Suzuki Coupling;	87%
With sodium hydrogencarbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In water; acetonitrile at 90℃; for 0.5h; Microwave irradiation;	87%

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: Fmoc-4-bromo-L-phenylalanine

: (2S)-3-(4-{3-[(tert-butoxy)carbonyl]phenyl}phenyl)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanoic acid

Conditions

Conditions	Yield
With potassium phosphate; 1,1'-bis(di-tertbutylphosphino)ferrocene; palladium diacetate In tetrahydrofuran at 50℃; for 16h; Suzuki-Miyaura Coupling; Inert atmosphere;	85%

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: (R)-3-bromo-6-((4-hydroxy-1-(3-phenylbutanoyl)piperidin-4-yl)methyl)-2-methyl-2,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one

: tert-butyl (R)-3-(6-((4-hydroxy-1-(3-phenylbutanoyl)piperidin-4-yl)methyl)-2-methyl-7-oxo-6,7-dihydro-2H-pyrazolo[4,3-d]pyrimidin-3-yl)benzoate

Conditions

Conditions	Yield
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 120℃; for 0.25h; Suzuki Coupling; Inert atmosphere; Microwave irradiation; Sealed tube;	85%

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: 2-amino-5-bromo-3-(4'-chlorophenyl)pyridine

: tert-butyl 3-[6-amino-5-(4-chlorophenyl)pyridin-3-yl]benzoate

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,4-dioxane; water Suzuki-Miyaura Coupling;	84%

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: C28H21ClO4P2

: C39H34O6P2

Conditions

Conditions	Yield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; potassium phosphate; tri-tert-butyl phosphine In 1,4-dioxane at 80℃; for 10h; Suzuki-Miyaura Coupling; Inert atmosphere;	83%

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: 174680-55-8
2-amino-5-bromo-3-phenylmethylpyrazine

: tert-butyl 3-(5-amino-6-benzylpyrazin-2-yl)benzoate

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; caesium carbonate In 1,4-dioxane at 75℃; for 0.5h;	79%

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: 32859-25-9
4-bromo-5-(methylthio)-1,3-diphenyl-1H-pyrazole

: tert-butyl 3-(5-(methylthio)-1,3-diphenyl-1H-pyrazol-4-yl)benzoate

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; toluene Inert atmosphere;	78%

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: methyl 1-(3-bromo-5-methylphenyl)-5-(2-(1-methyl-1H-1,2,3-triazol-4-yl)cyclopropyl)-1H-pyrazole-4-carboxylate

: methyl 1-(3'-(tert-butoxycarbonyl)-5-methyl-[1,1,-biphenyl]-3-yl)-5-(2-(1-methyl-1H-1,2,3-triazol-4-yl)cyclopropyl)-1H-pyrazole-4-carboxylate

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate In 1,4-dioxane; water at 90℃; for 6h; Inert atmosphere;	77%

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: 25016-01-7
5-bromo-2-methoxybenzaldehyde

: 3'-formyl-4'-methoxybiphenyl-3-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In 1,4-dioxane; water for 4h; Suzuki Coupling; Inert atmosphere; Sealed tube; Heating;	74%

: 7752-82-1
5-bromo-2-aminopyrimidine

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: tert-butyl 3-(2-aminopyrimidin-5-yl)benzoate

Conditions

Conditions	Yield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene at 120℃; for 3h;	73.5%

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: methyl 1-(6-bromopyridin-2-yl)-5-(2-(1-methyl-1H-1,2,3-triazol-4-yl)cyclopropyl)-1H-pyrazole-4-carboxylate

: methyl 1-(6-(3-(tert-butoxycarbonyl)phenyl)pyridin-2-yl)-5-(2-(1-methyl-1H-1,2,3-triazol-4-yl)cyclopropyl)-1H-pyrazole-4-carboxylate

Conditions

Conditions	Yield
With sodium carbonate In methanol; toluene at 110℃; for 2h; Inert atmosphere;	73.3%

: 1681-36-3
4-chloro-3-methylpyridine

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: 1189328-78-6
tert-butyl 3-(3-methylpyridin-4-yl)benzoate

Conditions

Conditions	Yield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water at 80℃; for 60h;	71.4%

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: 96424-68-9
2-bromo-3-chloropyridine

: tert-butyl 3-(3-chloropyridin-2-yl)benzoate

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In 1,2-dimethoxyethane; water at 80℃;	71%

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: 691857-51-9
ethyl 2-(4-fluorophenyl)-6-nitro-5-(trifluoromethylsulfonyloxy)benzofuran-3-carboxylate

: 1217339-14-4
ethyl 5-(3-(tert-butoxycarbonyl)phenyl)-2-(4-fluorophenyl)-6-nitrobenzofuran-3-carboxylate

Conditions

Conditions	Yield
With caesium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 20 - 90℃;	69%
With caesium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 90℃;	69%

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: 2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-(3,3,3-trifluoropropyl)benzofuran-5-yl trifluoromethanesulfonate

: tert-butyl 3-(2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-(3,3,3-trifluoropropyl)benzofuran-5-yl)benzoate

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In 1,4-dioxane; water at 90℃; for 16h;	67.7%

: 38496-18-3
2,6-dichloropyridine-3-carboxylic acid

: 220210-56-0
3-(tert-butoxycarbonyl)phenylboronic acid

: 1391833-29-6
6-(3-(tert-butoxycarbonyl)phenyl)-2-chloronicotinic acid

Conditions

Conditions	Yield
Stage #1: 2,6-dichloropyridine-3-carboxylic acid; 3-(tert-butoxycarbonyl)phenylboronic acid With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In dimethoxyethane-1,2; water at 90℃; Stage #2: With hydrogenchloride In dimethoxyethane-1,2; water; ethyl acetate pH=3 - 4;	67%

3-tert-Butoxycarbonylphenylboronic acid Specification

This chemical is called 3-tert-Butoxycarbonylphenylboronic acid, and its CAS registry number is 220210-56-0. With the molecular formula of C₁₁H₁₅BO₄, its molecular weight is 222.04. Additionally, its product categories are Blocks; Boronic Acids; Carboxes.

Other characteristics of the 3-tert-Butoxycarbonylphenylboronic acid can be summarised as followings: (1)ACD/LogP: 2.80; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.79; (4)ACD/LogD (pH 7.4): 2.63; (5)ACD/BCF (pH 5.5): 77.94; (6)ACD/BCF (pH 7.4): 53.18; (7)ACD/KOC (pH 5.5): 785.23; (8)ACD/KOC (pH 7.4): 535.78; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 44.76 Å²; (13)Index of Refraction: 1.517; (14)Molar Refractivity: 58.29 cm³; (15)Molar Volume: 192.6 cm³; (16)Polarizability: 23.11×10^-24cm³; (17)Surface Tension: 42.5 dyne/cm; (18)Density: 1.15 g/cm³; (19)Flash Point: 180.6 °C; (20)Enthalpy of Vaporization: 65.67 kJ/mol; (21)Boiling Point: 375 °C at 760 mmHg; (22)Vapour Pressure: 2.74E-06 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following: This chemical is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing if you use it. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1.SMILES: O=C(OC(C)(C)C)c1cc(B(O)O)ccc1
2.InChI: InChI=1/C11H15BO4/c1-11(2,3)16-10(13)8-5-4-6-9(7-8)12(14)15/h4-7,14-15H,1-3H3
3.InChIKey: HVJDVHCPCSZDSR-UHFFFAOYAR

Product Name

3-tert-Butoxycarbonylphenylboronic acid

Synthetic route

3-tert-Butoxycarbonylphenylboronic acid Specification

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