4-((N-BOC-AMINO)METHYL)PHENYLBORONIC ACID PINACOL ESTER
- Product Name
- 4-((N-BOC-AMINO)METHYL)PHENYLBORONIC ACID PINACOL ESTER
- CAS No.
- 330794-35-9
- Chemical Name
- 4-((N-BOC-AMINO)METHYL)PHENYLBORONIC ACID PINACOL ESTER
- Synonyms
- 4-(N-BOC-AMINOMETHYL)PHENYLBORONIC ACID PICOL ESTER;4-((N-BOC-AMINO)METHYL)PHENYLBORONIC ACID PINACOL ESTER;4-((N-Boc-amino)methyl)phenylboronic acid pinacol ester;4-(TERT-BUTOXYCARBONYLAMINOMETHYL)PHENYLBORONIC ACID, PINACOL ESTER;tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzylcarbamate;[4-[[[(2-methylpropan-2-yl)oxy-oxomethyl]amino]methyl]phenyl]boronic acid;4-(tert-Butoxycarbonylaminomethyl)phenylboronic acid, pinacol ester;4-[(tert-Butoxycarbonylamino)methyl]phenylboronic acid pinacol ester, 97%,;tert-Butyl N-{[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}carbamate 96%;tert-Butyl [[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl]carbamate
- CBNumber
- CB6188021
- Molecular Formula
- C18H28BNO4
- Formula Weight
- 333.23
- MOL File
- 330794-35-9.mol
4-((N-BOC-AMINO)METHYL)PHENYLBORONIC ACID PINACOL ESTER Property
- Boiling point:
- 452.0±38.0 °C(Predicted)
- Density
- 1.06±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- form
- solid
- pka
- 12.16±0.46(Predicted)
- Appearance
- Off-white to light yellow Solid
- InChI
- InChI=1S/C18H28BNO4/c1-16(2,3)22-15(21)20-12-13-8-10-14(11-9-13)19-23-17(4,5)18(6,7)24-19/h8-11H,12H2,1-7H3,(H,20,21)
- InChIKey
- CUDCEJRRWNIPDL-UHFFFAOYSA-N
- SMILES
- C(OC(C)(C)C)(=O)NCC1=CC=C(B2OC(C)(C)C(C)(C)O2)C=C1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- CDS006042
- Product name
- 4-((<I>N</I>-Boc-amino)methyl)phenylboronic acid pinacol ester
- Purity
- Aldrich<SUP>CPR</SUP>
- Packaging
- 100 mg
- Price
- $73.1
- Updated
- 2025/07/31
- Product number
- BML00061
- Product name
- 4-(tert-Butoxycarbonylaminomethyl)phenylboronic acid, pinacol ester
- Purity
- Aldrich
- Packaging
- 1g
- Price
- $185
- Updated
- 2025/07/31
- Product number
- B692778
- Product name
- 4-(N-Boc-aminomethyl)phenylboronicacid,pinacolester
- Packaging
- 500mg
- Price
- $70
- Updated
- 2021/12/16
- Product number
- P000716626
- Product name
- tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzylcarbamate
- Purity
- 95%
- Packaging
- 250mg
- Price
- $29
- Updated
- 2021/12/16
- Product number
- AMTB906
- Product name
- 4-(N-Boc-aminomethyl)phenylboronicacidpinacolester
- Packaging
- 1g
- Price
- $45
- Updated
- 2021/12/16
4-((N-BOC-AMINO)METHYL)PHENYLBORONIC ACID PINACOL ESTER Chemical Properties,Usage,Production
Synthesis
68819-84-1
73183-34-3
330794-35-9
1. Boc protection reaction: 4-bromobenzylamine (40.0 g, 217.0 mmol) was dissolved in THF (150 mL), di-tert-butyl dicarbonate (46.0 g, 217 mmol) was added, and the reaction was stirred at room temperature for 1 hour. After completion of the reaction, the mixture was concentrated in vacuum to give the crude product. The crude product was purified by silica gel column chromatography (eluent: 80:20 hexane/EtOAc) to afford the Boc-protected amine (63.0 g, 95% yield) as a white solid. 2. Borylation reaction: Boc-protected aryl bromide (30.0 g, 98.0 mmol) was dissolved in DMSO (100 mL), and bis(pinacolato)diboron (30.0 g, 118 mmol), KOAc (30.0 g, 306 mmol), and PdCl2(dppf) (0.2 mmol) were added sequentially. The reaction mixture was heated to 85 °C and stirred for 12 hours. After completion of the reaction, it was diluted with EtOAc (250 mL) and washed sequentially with water (2 x 150 mL) and brine (100 mL). The organic layer was dried with anhydrous Na2SO4 and concentrated in vacuum to obtain the crude product. Purification by silica gel column chromatography (eluent: 80:20 hexane/EtOAc) afforded the target compound (31.0 g, 97% yield) as a white solid.ESI-MS (M+H)+: 334.
References
[1] Patent: WO2015/89327, 2015, A1. Location in patent: Paragraph 0336
[2] Chemical Communications, 2013, vol. 49, # 30, p. 3110 - 3112
[3] Angewandte Chemie - International Edition, 2013, vol. 52, # 33, p. 8666 - 8670
[4] Angew. Chem., 2013, vol. 125, # 33, p. 8828 - 8832,5
[5] Patent: US2007/179115, 2007, A1. Location in patent: Page/Page column 19
4-((N-BOC-AMINO)METHYL)PHENYLBORONIC ACID PINACOL ESTER Preparation Products And Raw materials
Raw materials
Preparation Products
4-((N-BOC-AMINO)METHYL)PHENYLBORONIC ACID PINACOL ESTER Suppliers
- Tel
- 021-56145923; 4001631568
- sales@honglebiotech.com
- Country
- China
- ProdList
- 920
- Advantage
- 58
- Tel
- 15921634331
- 1509836518@qq.com
- Country
- China
- ProdList
- 120
- Advantage
- 58
- Tel
- 18210857532; 18210857532
- Fax
- 86-10-82849933
- jkinfo@jkchemical.com
- Country
- China
- ProdList
- 96815
- Advantage
- 76
- Tel
- 4006356688 18621169109
- Fax
- 86-21-61259102
- market03@meryer.com
- Country
- China
- ProdList
- 40228
- Advantage
- 62
- Tel
- 021-021-58432009 400-005-6266
- Fax
- 021-58436166
- sales8178@energy-chemical.com
- Country
- China
- ProdList
- 44801
- Advantage
- 61
- Tel
- 86-027-67849912
- Fax
- 86-027-87531808
- sales@chemwish.com
- Country
- China
- ProdList
- 35896
- Advantage
- 56
- Tel
- +86 (0) 571 85 58 67 18
- Fax
- 0086-571-85864795
- Country
- China
- ProdList
- 18207
- Advantage
- 66
- Tel
- 18270980682
- Fax
- 021 51613951
- mlcheng@sunwaypharm.cn
- Country
- China
- ProdList
- 8669
- Advantage
- 57
- Tel
- 800-810-5118
- Fax
- +86-10-84193589
- cnchemical@thermofisher.com
- Country
- China
- ProdList
- 17770
- Advantage
- 75
- Tel
- 18652989687
- Fax
- +86-25-52131256
- sales@norris-pharm.com
- Country
- China
- ProdList
- 8878
- Advantage
- 55