benzyl (E)-(5S)-6-phenyl-5-<(tert-butoxycarbonyl)amino>-4-oxo-2-hexenoate

Base Information

• Chemical Name: benzyl (E)-(5S)-6-phenyl-5-<(tert-butoxycarbonyl)amino>-4-oxo-2-hexenoate
• CAS No.: 176504-94-2
• Molecular Formula: C₂₄H₂₇NO₅
• Molecular Weight: 409.482
• Mol file: 176504-94-2.mol

Synonyms:benzyl (E)-(5S)-6-phenyl-5-<(tert-butoxycarbonyl)amino>-4-oxo-2-hexenoate

Chemical Property of benzyl (E)-(5S)-6-phenyl-5-<(tert-butoxycarbonyl)amino>-4-oxo-2-hexenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of benzyl (E)-(5S)-6-phenyl-5-<(tert-butoxycarbonyl)amino>-4-oxo-2-hexenoate

There total 1 articles about benzyl (E)-(5S)-6-phenyl-5-<(tert-butoxycarbonyl)amino>-4-oxo-2-hexenoate 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:

benzylglyoxylate (52709-42-9) + dimethyl [(3S)-4-phenyl-3-[N-(tert-butyloxycarbonyl)amino]-2-oxobutyl]phosphonate (176504-90-8) → benzyl (E)-(5S)-6-phenyl-5-<(tert-butoxycarbonyl)amino>-4-oxo-2-hexenoate (176504-94-2)

Guidance literature:

With 4-methyl-morpholine; 4 A molecular sieve; Yield given. Multistep reaction; 1.) CHCl₂, room temperature, 1 h, 2.) 0 deg C, 16 h;

DOI:10.1021/jo951988w

Reference yield: 48.0%

benzyl (E)-(5S)-6-phenyl-5-<(tert-butoxycarbonyl)amino>-4-oxo-2-hexenoate (176504-94-2) → benzyl (5S)-5-[N-(tert-butoxycarbonyl)amino]-4-oxo-6-phenyl-hexanoate

Guidance literature:

With hydrogen; Wilkinson's catalyst; In benzene; at 50 ℃;

DOI:10.1021/jm040780c

Reference yield:

benzyl (E)-(5S)-6-phenyl-5-<(tert-butoxycarbonyl)amino>-4-oxo-2-hexenoate (176504-94-2) → (S)-5-Amino-4-oxo-6-phenyl-hexanoic acid benzyl ester (794488-81-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 48 percent / H₂ / (Ph₃P)3RhCl / benzene / 50 °C

2: 92 percent / HCl gas / ethyl acetate / 0.25 h / 20 °C

With hydrogenchloride; hydrogen; Wilkinson's catalyst; In ethyl acetate; benzene;

DOI:10.1021/jm040780c

upstream raw materials:

benzylglyoxylate

dimethyl [(3S)-4-phenyl-3-[N-(tert-butyloxycarbonyl)amino]-2-oxobutyl]phosphonate

Downstream raw materials:

(S)-5-Amino-4-oxo-6-phenyl-hexanoic acid benzyl ester