Boc-4-bromo-DL-phenylalanine methyl ester

Base Information

• Chemical Name: Boc-4-bromo-DL-phenylalanine methyl ester
• CAS No.: 132067-41-5
• Molecular Formula: C15H20BrNO4
• Molecular Weight: 358.232
• Mol file: 132067-41-5.mol

Synonyms:methyl 3-(4-bromophenyl)-2-((tert-butoxycarbonyl)amino)propanoate;N-t-butyloxycarbonyl-4-bromophenylalanine methyl ester;N-(tert-Butyloxycarbonyl)-4-bromo-DL-phenylalanine methyl ester;methyl 3-(4-bromophenyl)-2-((tert-butoxycarbonyl)amino)proranoate;methyl (±)-3-(4-bromophenyl)-2-((tert-butoxycarbonyl)amino)propanoate;Boc-4-bromo-DL-phenylalaninemethylester;

Chemical Property of Boc-4-bromo-DL-phenylalanine methyl ester

Chemical Property:

• PSA: 64.63000
• LogP: 3.44880

Purity/Quality:

98.5% ^*data from raw suppliers

Boc-4-bromo-DL-phenylalanine methyl ester 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Boc-4-bromo-DL-phenylalanine methyl ester

There total 6 articles about Boc-4-bromo-DL-phenylalanine 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: 96.0%

di-tert-butyl dicarbonate (24424-99-5) + ethyl 2-amino-3-(4-bromophenyl) propanoate (166967-59-5) → methyl (±)-3-(4-bromophenyl)-2-((tert-butoxycarbonyl)amino)propanoate (132067-41-5)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

Reference yield: 85.0%

H-Phe(4-Br)-OMe hydrochloride (444726-88-9,99359-32-7) + di-tert-butyl dicarbonate (24424-99-5) → methyl (±)-3-(4-bromophenyl)-2-((tert-butoxycarbonyl)amino)propanoate (132067-41-5)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

Reference yield: 63.0%

N-(tert-Butyloxycarbonyl)-4-bromo-DL-phenylalanine (132153-48-1,79561-82-3) + methyl iodide (74-88-4) → methyl (±)-3-(4-bromophenyl)-2-((tert-butoxycarbonyl)amino)propanoate (132067-41-5)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; for 3h; Ambient temperature;

DOI:10.1016/S0040-4020(01)90076-6

upstream raw materials:

N-(tert-Butyloxycarbonyl)-4-bromo-DL-phenylalanine

methyl iodide

di-tert-butyl dicarbonate

p-bromo-DL-phenylalanine

Downstream raw materials:

4-{(1E)-3-[6,7-dimethoxy-3-(4-methoxyphenyl)-2-oxoquinolin-1(2H)-yl]prop-1-enyl}-N-[(1,1-dimethylethoxy)carbonyl]phenylalanine

tert-butyl (1-(4-bromophenyl)-3-hydroxypropan-2-yl)carbamate

methyl 2-((3-(4-bromophenyl)-2-((tert-butoxycarbonyl)amino)propoxy)methyl)-benzoate

tert-butyl (1-(4-bromophenyl)-3-((2-(hydroxymethyl)benzyl)oxy)propan-2-yl)carbamate

Refernces

• 1、 Drinkwater, Nyssa,Vinh, Natalie B.,Mistry, Shailesh N.,Bamert, Rebecca S.,Ruggeri, Chiara,Holleran, John P.,Loganathan, Sasdekumar,Paiardini, Alessandro,Charman, Susan A.,Powell, Andrew K.,Avery, Vicky M.,McGowan, Sheena,Scammells, Peter J.. "Potent dual inhibitors of Plasmodium falciparum M1 and M17 aminopeptidases through optimization of S1 pocket interactions". . p. 43 - 64. Retrieved 2016/01/30.
• 2、 Wu, Haoxing,Yang, Jun,Seckute, Jolita,Devaraj, Neal K.. "In situ synthesis of alkenyl tetrazines for highly fluorogenic bioorthogonal live-cell imaging probes". . p. 5805 - 5809. Retrieved 2014/06/10.