(S)-2-Amino-3-hydroxy-propionic acid 2-(4-bromo-phenyl)-2-oxo-ethyl ester; hydrobromide

Base Information

• Chemical Name: (S)-2-Amino-3-hydroxy-propionic acid 2-(4-bromo-phenyl)-2-oxo-ethyl ester; hydrobromide
• CAS No.: 78088-93-4
• Molecular Formula: BrH*C₁₁H₁₂BrNO₄
• Molecular Weight: 383.037
• Mol file: 78088-93-4.mol

Synonyms:(S)-2-Amino-3-hydroxy-propionic acid 2-(4-bromo-phenyl)-2-oxo-ethyl ester; hydrobromide

Chemical Property of (S)-2-Amino-3-hydroxy-propionic acid 2-(4-bromo-phenyl)-2-oxo-ethyl ester; hydrobromide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of (S)-2-Amino-3-hydroxy-propionic acid 2-(4-bromo-phenyl)-2-oxo-ethyl ester; hydrobromide

There total 1 articles about (S)-2-Amino-3-hydroxy-propionic acid 2-(4-bromo-phenyl)-2-oxo-ethyl ester; hydrobromide 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:

L-Serine ethyl acetoacetate enamine potassium salt (40351-09-5) + para-bromophenacyl bromide (99-73-0,132309-76-3) → (S)-2-Amino-3-hydroxy-propionic acid 2-(4-bromo-phenyl)-2-oxo-ethyl ester; hydrobromide (78088-93-4)

Guidance literature:

With 18-crown-6 ether; hydrogen bromide; Yield given. Multistep reaction; 1.) acetonitrile, 30 min., reflux, 2.) methanol, 10 min., r.t.;

DOI:10.1021/jo00331a001

Reference yield: 60.0%

(S)-2-Amino-3-hydroxy-propionic acid 2-(4-bromo-phenyl)-2-oxo-ethyl ester; hydrobromide (78088-93-4) + 2,3-bis(benzyloxy)benzoyl chloride (69146-58-3) → (R)-2-(2,3-Bis-benzyloxy-benzoylamino)-3-hydroxy-propionic acid 2-(4-bromo-phenyl)-2-oxo-ethyl ester (78088-94-5) + (S)-2-(2,3-Bis-benzyloxy-benzoylamino)-3-hydroxy-propionic acid 2-(4-bromo-phenyl)-2-oxo-ethyl ester (78088-94-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 2h; Title compound not separated from byproducts; Ambient temperature;

DOI:10.1021/jo00331a001

Reference yield:

(S)-2-Amino-3-hydroxy-propionic acid 2-(4-bromo-phenyl)-2-oxo-ethyl ester; hydrobromide (78088-93-4) → (R)-3-Benzyloxy-2-(2,3-bis-benzyloxy-benzoylamino)-propionic acid (S)-2-(2,3-bis-benzyloxy-benzoylamino)-2-[2-(4-bromo-phenyl)-2-oxo-ethoxycarbonyl]-ethyl ester (78148-29-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / diisopropylethylamine / tetrahydrofuran / 2 h / Ambient temperature

2: 1.) N-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide, 2.) pyridine / acetonitrile / 1.) 1h, 0 deg C, 1h, r.t., 2.) 48h, r.t.

With pyridine; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; acetonitrile;

DOI:10.1021/jo00331a001

upstream raw materials:

L-Serine ethyl acetoacetate enamine potassium salt

para-bromophenacyl bromide

Downstream raw materials:

(R)-2-(2,3-Bis-benzyloxy-benzoylamino)-3-hydroxy-propionic acid 2-(4-bromo-phenyl)-2-oxo-ethyl ester

(S)-2-(2,3-Bis-benzyloxy-benzoylamino)-3-hydroxy-propionic acid 2-(4-bromo-phenyl)-2-oxo-ethyl ester

(S)-3-Benzyloxy-2-(2,3-bis-benzyloxy-benzoylamino)-propionic acid (S)-2-(2,3-bis-benzyloxy-benzoylamino)-2-[2-(4-bromo-phenyl)-2-oxo-ethoxycarbonyl]-ethyl ester

(R)-3-Benzyloxy-2-(2,3-bis-benzyloxy-benzoylamino)-propionic acid (S)-2-(2,3-bis-benzyloxy-benzoylamino)-2-[2-(4-bromo-phenyl)-2-oxo-ethoxycarbonyl]-ethyl ester