tert-Butyl (2-(bromomethyl)phenyl)carbamate

Base Information

• Chemical Name: tert-Butyl (2-(bromomethyl)phenyl)carbamate
• CAS No.: 166329-43-7
• Molecular Formula: C12H16BrNO2
• Molecular Weight: 286.169
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID10440478
• Nikkaji Number: J1.830.201B
• Wikidata: Q72502530
• Mol file: 166329-43-7.mol

Synonyms:166329-43-7;2-Boc-Aminobenzyl bromide;tert-Butyl (2-(bromomethyl)phenyl)carbamate;Tert-butyl N-[2-(bromomethyl)phenyl]carbamate;TERT-BUTYL 2-(BROMOMETHYL)PHENYLCARBAMATE;tert-Butyl [2-(bromomethyl)phenyl]carbamate;SCHEMBL5871517;DTXSID10440478;RRLOJNBCMQJDHS-UHFFFAOYSA-N;MFCD11616720;AKOS017561737;2-(Bromomethyl)aniline, N-BOC protected;AS-47099;tert-Butyl (2-bromomethylphenyl)carbamate;tert-Butyl(2-(bromomethyl)phenyl)carbamate;FT-0751696;F12037;EN300-1877194;2-(Bromomethyl)phenylcarbamic acid tert-butyl ester

Chemical Property of tert-Butyl (2-(bromomethyl)phenyl)carbamate

Chemical Property:

• PSA: 41.82000
• LogP: 3.94210
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 285.03644
• Heavy Atom Count: 16
• Complexity: 238

Purity/Quality:

99% ^*data from raw suppliers

2-Boc-aminobenzylBromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=CC=CC=C1CBr

Technology Process of tert-Butyl (2-(bromomethyl)phenyl)carbamate

There total 5 articles about tert-Butyl (2-(bromomethyl)phenyl)carbamate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

2-(tert-butyloxycarbonyl)aminobenzyl alcohol (164226-32-8) → N-tert-butoxycarbonyl-2-bromomethylaniline (166329-43-7)

Guidance literature:

With N-Bromosuccinimide; triphenylphosphine; In tetrahydrofuran; at -20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b00528

Reference yield:

2-Aminobenzyl alcohol (5344-90-1) → N-tert-butoxycarbonyl-2-bromomethylaniline (166329-43-7)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / Heating

2: CBr₄; PPh₃ / CH₂Cl₂ / 0 °C

With carbon tetrabromide; triphenylphosphine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo035729f

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → N-tert-butoxycarbonyl-2-bromomethylaniline (166329-43-7)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 2 h / Reflux

2: N-Bromosuccinimide; triphenylphosphine / tetrahydrofuran / 25 °C

With N-Bromosuccinimide; triphenylphosphine; In tetrahydrofuran;

DOI:10.1021/acs.orglett.8b00648

upstream raw materials:

2-(tert-butyloxycarbonyl)aminobenzyl alcohol

2-Aminobenzyl alcohol

di-tert-butyl dicarbonate

Downstream raw materials:

[2-(3-[1,3]dioxolan-2-yl-pyridin-2-ylmethyl)-phenyl]-carbamic acid tert-butyl ester

{2-[6-(4-nitro-benzylsulfanyl)-purin-9-ylmethyl]-phenyl}-carbamic acid tert-butyl ester

2-(3-[1,3]dioxolan-2-yl-pyridin-2-ylmethyl)-phenylamine

C₂₉H₂₉N₇O₇S₃