(S)-3-(3-Acetoxy-4-methoxy-phenyl)-2-(benzyloxycarbonyl-methyl-amino)-propionic acid methyl ester

Base Information

• Chemical Name: (S)-3-(3-Acetoxy-4-methoxy-phenyl)-2-(benzyloxycarbonyl-methyl-amino)-propionic acid methyl ester
• CAS No.: 135226-83-4
• Molecular Formula: C₂₂H₂₅NO₇
• Molecular Weight: 415.443
• Mol file: 135226-83-4.mol

Synonyms:(S)-3-(3-Acetoxy-4-methoxy-phenyl)-2-(benzyloxycarbonyl-methyl-amino)-propionic acid methyl ester

Chemical Property of (S)-3-(3-Acetoxy-4-methoxy-phenyl)-2-(benzyloxycarbonyl-methyl-amino)-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-(3-Acetoxy-4-methoxy-phenyl)-2-(benzyloxycarbonyl-methyl-amino)-propionic acid methyl ester

There total 2 articles about (S)-3-(3-Acetoxy-4-methoxy-phenyl)-2-(benzyloxycarbonyl-methyl-amino)-propionic 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:

3-acetyl-N,O-dimethyl-N-<(phenylmethoxy)carbonyl>-L-tyrosine methyl ester (135226-82-3) → (S)-3-(3-Acetoxy-4-methoxy-phenyl)-2-(benzyloxycarbonyl-methyl-amino)-propionic acid methyl ester (135226-83-4)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 40 ℃; for 24h;

DOI:10.1021/ja00004a062

Reference yield:

L-3-(3-acetyl-4-hydroxyphenyl)-N-(benzyloxycarbonyl)alanine methyl ester (110774-03-3) → (S)-3-(3-Acetoxy-4-methoxy-phenyl)-2-(benzyloxycarbonyl-methyl-amino)-propionic acid methyl ester (135226-83-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / NaH / tetrahydrofuran; dimethylformamide / 6 h / Heating

2: m-chloroperbenzoic acid (mCPBA) / CH₂Cl₂ / 24 h / 40 °C

With sodium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja00062a004

Reference yield: 91.0%

(S)-3-(3-Acetoxy-4-methoxy-phenyl)-2-(benzyloxycarbonyl-methyl-amino)-propionic acid methyl ester (135226-83-4) → 3-hydroxy-N,O-dimethyl-N-<(phenylmethoxy)carbonyl>-L-tyrosine methyl ester (135226-84-5)

Guidance literature:

With hydrogenchloride; In methanol; at 25 ℃; for 3h;

DOI:10.1021/ja00004a062

upstream raw materials:

3-acetyl-N,O-dimethyl-N-<(phenylmethoxy)carbonyl>-L-tyrosine methyl ester

L-3-(3-acetyl-4-hydroxyphenyl)-N-(benzyloxycarbonyl)alanine methyl ester

Downstream raw materials:

3-hydroxy-N,O-dimethyl-N-<(phenylmethoxy)carbonyl>-L-tyrosine methyl ester

3-hydroxy-N,O-dimethyl-N-<<(tert-butyloxy)carbonyl>-L-4'-iodophenylalanyl>-L-tyrosine methyl ester

3-acetoxy-N,O-dimethyl-N-<<(tert-butyloxy)carbonyl>-L-4'-iodophenylalanyl>-L-tyrosine methyl ester

C₄₄H₅₆N₆O₁₂