(4-Bromophenyl)-tert-butoxycarbonylaminoacetic acid methyl ester

Base Information

• Chemical Name: (4-Bromophenyl)-tert-butoxycarbonylaminoacetic acid methyl ester
• CAS No.: 709665-73-6
• Molecular Formula: C14H18BrNO4
• Molecular Weight: 344.205
• Hs Code.: 2924299090
• Mol file: 709665-73-6.mol

Synonyms:2-(4-Bromophenyl)-2-(((tert-butoxy)carbonyl)amino)aceticacid methyl ester;[(tert-Butoxycarbonyl)amino](4-bromophenyl)acetic acidmethyl ester;

Chemical Property of (4-Bromophenyl)-tert-butoxycarbonylaminoacetic acid methyl ester

Chemical Property:

• Refractive Index: 1.538
• Boiling Point: 385.4 °C at 760 mmHg
• PKA: 10.53±0.46(Predicted)
• Flash Point: 186.9 °C
• PSA: 64.63000
• Density: 1.382 g/cm³
• LogP: 3.57880
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

(4-bromo-phenyl)-tert-butoxycarbonylamino-aceticacidmethylester 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (4-Bromophenyl)-tert-butoxycarbonylaminoacetic acid methyl ester

There total 4 articles about (4-Bromophenyl)-tert-butoxycarbonylaminoacetic acid methyl ester 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: 75.0%

di-tert-butyl dicarbonate (24424-99-5) + methyl 2-amino-2-(4-bromophenyl)acetate (42718-15-0) → methyl 2-(4-bromophenyl)-2-((tert-butoxycarbonyl)amino)acetate (709665-73-6)

Guidance literature:

di-tert-butyl dicarbonate; methyl 2-amino-2-(4-bromophenyl)acetate; With sodium hydrogencarbonate; In water; at 20 ℃; for 0.5h;

In tetrahydrofuran; water; at 20 ℃;

DOI:10.1002/cmdc.202000527

Reference yield: 60.0%

2-(4-bromophenyl)-2-((tert-butoxycarbonyl)amino)acetic acid (917925-71-4,1228570-47-5) + methyl iodide (74-88-4) → methyl 2-(4-bromophenyl)-2-((tert-butoxycarbonyl)amino)acetate (709665-73-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 75 ℃; for 12h;

Reference yield:

2-amino-2-(4-bromophenyl)acetic acid (119397-06-7,71079-03-3) → methyl 2-(4-bromophenyl)-2-((tert-butoxycarbonyl)amino)acetate (709665-73-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / Reflux

2: tetrahydrofuran; water / 20 °C

With sulfuric acid; In tetrahydrofuran; water;

DOI:10.1016/j.ejmech.2016.01.015

upstream raw materials:

di-tert-butyl dicarbonate

methyl 2-amino-2-(4-bromophenyl)acetate

2-amino-2-(4-bromophenyl)acetic acid

2-(4-bromophenyl)-2-((tert-butoxycarbonyl)amino)acetic acid

Downstream raw materials:

2-([1,1'-biphenyl]-4-yl)-2-((tert-butoxycarbonyl)amino)acetic acid

Refernces

• 1、 -. "Dihydropyridine compound and application thereof to drugs". . . Retrieved 2019/05/08.
• 2、 -. "NOVEL AMINOPEPTIDASE INHIBITORS AND METHODS OF USE". Paragraph 0047. . Retrieved 2017/02/09.