4-amino-3,5-dibromo-N-(3-phenyl-1-oxopropyl)-D-phenylalanine methyl ester

Base Information

Chemical Name:4-amino-3,5-dibromo-N-(3-phenyl-1-oxopropyl)-D-phenylalanine methyl ester
CAS No.:878486-06-7
Molecular Formula:C₁₉H₂₀Br₂N₂O₃
Molecular Weight:484.187
Hs Code.:

Synonyms:4-amino-3,5-dibromo-N-(3-phenyl-1-oxopropyl)-D-phenylalanine methyl ester

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Chemical Property of 4-amino-3,5-dibromo-N-(3-phenyl-1-oxopropyl)-D-phenylalanine methyl ester

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Technology Process of 4-amino-3,5-dibromo-N-(3-phenyl-1-oxopropyl)-D-phenylalanine methyl ester

There total 3 articles about 4-amino-3,5-dibromo-N-(3-phenyl-1-oxopropyl)-D-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: 95.0%

: (R)-4-amino-3,5-dibromophenylalanine methyl ester hydrochloride

: 501-52-0
3-Phenylpropionic acid

: 878486-06-7
4-amino-3,5-dibromo-N-(3-phenyl-1-oxopropyl)-D-phenylalanine methyl ester

Guidance literature:: 3-Phenylpropionic acid; With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran; at -15 ℃; for 0.25h;

(R)-4-amino-3,5-dibromophenylalanine methyl ester hydrochloride; In tetrahydrofuran; at -15 - 20 ℃;
DOI:10.1021/jm0490641

Reference yield:

: 864739-06-0
(R)-4-amino-3,5-dibromophenylalanine

: 878486-06-7
4-amino-3,5-dibromo-N-(3-phenyl-1-oxopropyl)-D-phenylalanine methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 85 percent / thionyl chloride / 20 °C

2.1: N-methylmorpholine; isobutyl chloroformate / tetrahydrofuran / 0.25 h / -15 °C

2.2: 95 percent / tetrahydrofuran / -15 - 20 °C

With 4-methyl-morpholine; thionyl chloride; isobutyl chloroformate; In tetrahydrofuran;
DOI:10.1021/jm0490641

Reference yield:

: 102281-45-8
p-amino-D-phenylalanine

: 878486-06-7
4-amino-3,5-dibromo-N-(3-phenyl-1-oxopropyl)-D-phenylalanine methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 80 percent / aq. hydrobromic acid; bromine; glacial acetic acid / 1 h / 20 °C

2.1: 85 percent / thionyl chloride / 20 °C

3.1: N-methylmorpholine; isobutyl chloroformate / tetrahydrofuran / 0.25 h / -15 °C

3.2: 95 percent / tetrahydrofuran / -15 - 20 °C

With 4-methyl-morpholine; thionyl chloride; hydrogen bromide; bromine; acetic acid; isobutyl chloroformate; In tetrahydrofuran;
DOI:10.1021/jm0490641