(3S)-N-[(1,1-dimethylethoxy)carbonyl]glycyl-3-[3-bromo-5-chloro-2-hydroxyphenyl]-β-alanine ethyl ester

Base Information

• Chemical Name: (3S)-N-[(1,1-dimethylethoxy)carbonyl]glycyl-3-[3-bromo-5-chloro-2-hydroxyphenyl]-β-alanine ethyl ester
• CAS No.: 243136-08-5
• Molecular Formula: C₁₈H₂₄BrClN₂O₆
• Molecular Weight: 479.755
• Mol file: 243136-08-5.mol

Synonyms:(3S)-N-[(1,1-dimethylethoxy)carbonyl]glycyl-3-[3-bromo-5-chloro-2-hydroxyphenyl]-β-alanine ethyl ester

Chemical Property of (3S)-N-[(1,1-dimethylethoxy)carbonyl]glycyl-3-[3-bromo-5-chloro-2-hydroxyphenyl]-β-alanine ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S)-N-[(1,1-dimethylethoxy)carbonyl]glycyl-3-[3-bromo-5-chloro-2-hydroxyphenyl]-β-alanine ethyl ester

There total 3 articles about (3S)-N-[(1,1-dimethylethoxy)carbonyl]glycyl-3-[3-bromo-5-chloro-2-hydroxyphenyl]-β-alanine ethyl 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: 84.8%

(3S)-3-amino-3-(3-bromo-5-chloro-2-hydroxyphenyl)propionic acid ethyl ester p-toluenesulfonate + tert-butyloxycarbonylglycine imidazolide (18185-77-8) → (3S)-N-[(1,1-dimethylethoxy)carbonyl]glycyl-3-[3-bromo-5-chloro-2-hydroxyphenyl]-β-alanine ethyl ester (243136-08-5) + (3S)-N-[(1,1-dimethylethoxy)carbonyl]glycyl-3-[3-bromo-5-chloro-2-(((1,1-dimethylethoxy)carbonyl)glycyl)oxy]-β-alanine ethyl ester (1093684-36-6)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; ethyl acetate; at 25 ℃; for 4h; under 735.576 Torr; Large scale reaction;

DOI:10.1021/op8002213

Reference yield: 66.0%

(3S)-3-amino-3-(3-bromo-5-chloro-2-hydroxyphenyl)propionic acid ethyl ester p-toluenesulfonate + tert-butyl N-{2-[(2,5-dioxopyrrolidin-1-yl)oxy]-2-oxoethyl}carbamate (3392-07-2) → (3S)-N-[(1,1-dimethylethoxy)carbonyl]glycyl-3-[3-bromo-5-chloro-2-hydroxyphenyl]-β-alanine ethyl ester (243136-08-5)

Guidance literature:

With 4-methyl-morpholine; In N,N-dimethyl-formamide; at 20 ℃; for 8h;

DOI:10.1021/op8002213

Reference yield: 30.8%

(3S)-3-amino-3-(3-bromo-5-chloro-2-hydroxyphenyl)propionic acid ethyl ester p-toluenesulfonate + BOC-glycine (4530-20-5) + 1,1'-carbonyldiimidazole (530-62-1) → (3S)-N-[(1,1-dimethylethoxy)carbonyl]glycyl-3-[3-bromo-5-chloro-2-hydroxyphenyl]-β-alanine ethyl ester (243136-08-5) + (3S)-N-[(1,1-dimethylethoxy)carbonyl]glycyl-3-[3-bromo-5-chloro-2-(((1,1-dimethylethoxy)carbonyl)glycyl)oxy]-β-alanine ethyl ester (1093684-36-6)

Guidance literature:

BOC-glycine; 1,1'-carbonyldiimidazole; In 1-methyl-pyrrolidin-2-one; for 1h;

(3S)-3-amino-3-(3-bromo-5-chloro-2-hydroxyphenyl)propionic acid ethyl ester p-toluenesulfonate; In 1-methyl-pyrrolidin-2-one; for 3h;

DOI:10.1021/op8002213

upstream raw materials:

BOC-glycine

1,1'-carbonyldiimidazole

tert-butyl N-{2-[(2,5-dioxopyrrolidin-1-yl)oxy]-2-oxoethyl}carbamate

tert-butyloxycarbonylglycine imidazolide