tert-Butyl 4-(bromomethyl)benzylcarbamate

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tert-Butyl 4-(bromomethyl)benzylcarbamate manufacturers

tert-Butyl 4-(bromomethyl)benzylcarbamate Basic information
Product Name:tert-Butyl 4-(bromomethyl)benzylcarbamate
Synonyms:4-(BroMoMethyl)benzylcarbaMate;N-BOC-4-(BROMOMETHYL)BENZYLAMINE;4-(Boc-aMinoMethyl)benzylbroMide;(4-BroMoMethyl-benzyl)-carbaMic acid tert-butyl ester;Carbamic acid, N-[[4-(bromomethyl)phenyl]methyl]-, 1,1-dimethylethyl ester;tert-butyl N-[[4-(bromomethyl)phenyl]methyl]carbamate;benzyl 4-(bromomethyl)benzylcarbamate;4-(tert-Butoxycarbonylaminomethyl)benzyl bromide
CAS:187283-17-6
MF:C13H18BrNO2
MW:300.19
EINECS:
Product Categories:
Mol File:187283-17-6.mol
tert-Butyl 4-(bromomethyl)benzylcarbamate Structure
tert-Butyl 4-(bromomethyl)benzylcarbamate Chemical Properties
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
AppearanceWhite to light yellow Solid
Safety Information
HS Code 2921490090
MSDS Information
tert-Butyl 4-(bromomethyl)benzylcarbamate Usage And Synthesis
Synthesis
(4-HYDROXYMETHYL-BENZYL)-CARBAMIC ACID TERT-BUTYL ESTER

123986-64-1

TERT-BUTYL 4-(BROMOMETHYL)BENZYLCARBAMATE

187283-17-6

General procedure for the synthesis of tert-butyl 4-(bromomethyl)benzylcarbamate from tert-butyl 4-(hydroxymethyl)benzylcarbamate: 4-(N-tert-butoxycarbonylaminomethyl)benzyl alcohol (250 mg, 1.1 mmol) was dissolved in tetrahydrofuran (5 mL) and cooled down to -78 °C. At this temperature, phosphorotriamine (30 μL, 0.32 mmol) was slowly added and the reaction lasted for 2 hours. Upon completion of the reaction, solid sodium bicarbonate (50 mg) was added to quench the reaction. The solid insoluble material was removed by filtration and the filtrate was subsequently evaporated to afford the target product 4-(tert-butoxycarbonylaminomethyl)benzyl bromide (300 mg, 95% yield).

References[1] Patent: US6680311, 2004, B1. Location in patent: Page/Page column 151
[2] Journal of Medicinal Chemistry, 2009, vol. 52, # 1, p. 33 - 47
[3] Patent: WO2006/117549, 2006, A1. Location in patent: Page/Page column 155
[4] Chemical Science, 2017, vol. 8, # 12, p. 7947 - 7953
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