β-<<(phenylmethoxy)carbonyl>amino>-α-oxobenzenebutanoic acid ethyl ester

Base Information

• Chemical Name: β-<<(phenylmethoxy)carbonyl>amino>-α-oxobenzenebutanoic acid ethyl ester
• CAS No.: 121253-57-4
• Molecular Formula: C₂₀H₂₁NO₅
• Molecular Weight: 355.39
• Mol file: 121253-57-4.mol

Synonyms:β-<<(phenylmethoxy)carbonyl>amino>-α-oxobenzenebutanoic acid ethyl ester

Chemical Property of β-<<(phenylmethoxy)carbonyl>amino>-α-oxobenzenebutanoic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of β-<<(phenylmethoxy)carbonyl>amino>-α-oxobenzenebutanoic acid ethyl ester

There total 3 articles about β-<<(phenylmethoxy)carbonyl>amino>-α-oxobenzenebutanoic acid 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:

2-ethoxy-5-phenyl-4-<<(phenylmethoxy)carbonyl>amino>-3-oxo-1-pentene (121253-53-0) → β-<<(phenylmethoxy)carbonyl>amino>-α-oxobenzenebutanoic acid ethyl ester (121253-57-4)

Guidance literature:

With pyridine; dimethylsulfide; oxygen; ozone; Yield given. Multistep reaction; 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, 3 min;

DOI:10.1021/jo00277a031

Reference yield:

[(S)-1-(methoxy-methyl-carbamoyl)-2-phenyl-ethyl]-carbamic acid benzyl ester (114744-85-3) → β-<<(phenylmethoxy)carbonyl>amino>-α-oxobenzenebutanoic acid ethyl ester (121253-57-4)

Guidance literature:

Multi-step reaction with 2 steps

1: t-BuLi, MgBr₂ / tetrahydrofuran

2: O₃ / CH₂Cl₂

With tert.-butyl lithium; ozone; magnesium bromide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja00153a008

Reference yield:

N-Cbz-L-Phe (1161-13-3) → β-<<(phenylmethoxy)carbonyl>amino>-α-oxobenzenebutanoic acid ethyl ester (121253-57-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) N-methylmorpholine / 1.) CH₂Cl₂, -15 deg C, 15 min, 2a.) -15 deg C, 1h, 2b.) RT, 3 h

3: 1.) O₃/O₂, pyridine, 2.) Me₂S / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, 3 min

With 4-methyl-morpholine; pyridine; dimethylsulfide; oxygen; ozone;

DOI:10.1021/jo00277a031

upstream raw materials:

2-ethoxy-5-phenyl-4-<<(phenylmethoxy)carbonyl>amino>-3-oxo-1-pentene

[(S)-1-(methoxy-methyl-carbamoyl)-2-phenyl-ethyl]-carbamic acid benzyl ester

N-Cbz-L-Phe

Downstream raw materials:

[(1S,2S)-1-Benzyl-3-((2S,3R,4R,5R)-3,4-dimethoxy-2,5-bis-methoxymethyl-pyrrolidin-1-yl)-2-hydroxy-3-oxo-propyl]-carbamic acid benzyl ester