methyl 4-(bromomethyl)-3-[(tert-butyloxycarbonyl)amino]benzoate

Base Information

• Chemical Name: methyl 4-(bromomethyl)-3-[(tert-butyloxycarbonyl)amino]benzoate
• CAS No.: 330807-46-0
• Molecular Formula: C₁₄H₁₈BrNO₄
• Molecular Weight: 344.205
• Mol file: 330807-46-0.mol

Synonyms:methyl 4-(bromomethyl)-3-[(tert-butyloxycarbonyl)amino]benzoate

Chemical Property of methyl 4-(bromomethyl)-3-[(tert-butyloxycarbonyl)amino]benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-(bromomethyl)-3-[(tert-butyloxycarbonyl)amino]benzoate

There total 4 articles about methyl 4-(bromomethyl)-3-[(tert-butyloxycarbonyl)amino]benzoate 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: 89.0%

3-((tert-butoxycarbonyl)amino)-4-methylbenzoic acid methyl ester (330807-44-8) → methyl 4-(bromomethyl)-3-[(tert-butyloxycarbonyl)amino]benzoate (330807-46-0)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; for 8h; Irradiation;

DOI:10.1002/ejoc.201301517

Reference yield: 80.0%

tetrachloromethane (56-23-5) + 3-((tert-butoxycarbonyl)amino)-4-methylbenzoic acid methyl ester (330807-44-8) → methyl 4-(bromomethyl)-3-[(tert-butyloxycarbonyl)amino]benzoate (330807-46-0)

Guidance literature:

With N-Bromosuccinimide; for 3h; Irradiation; Reflux;

DOI:10.1021/acschembio.5b00119

Reference yield:

3-amino-4-methyl benzoic acid methyl ester (18595-18-1) → methyl 4-(bromomethyl)-3-[(tert-butyloxycarbonyl)amino]benzoate (330807-46-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / NEt₃ / tetrahydrofuran / 48 h / Heating

2: 74 percent / NBS / CCl₄ / 1 h / Heating; Irradiation

With N-Bromosuccinimide; triethylamine; In tetrahydrofuran; tetrachloromethane;

DOI:10.1002/1099-0690(200101)2001:2<311::AID-EJOC311>3.0.CO;2-M

upstream raw materials:

3-((tert-butoxycarbonyl)amino)-4-methylbenzoic acid methyl ester

di-tert-butyl dicarbonate

3-amino-4-methyl benzoic acid methyl ester

tetrachloromethane

Downstream raw materials:

methyl 3-((tert-butoxycarbonyl)amino)-4-((tritylthio)methyl)benzoate

N-boc-S-trityl-3-amino-4-(mercaptomethyl)benzylmesylate

C₄₄H₄₇N₃O₆S

3-((tert-butoxycarbonyl)amino)-4-((tritylthio)methyl)benzoic acid