[(S)-1-Benzyl-2-(N'-butyryl-hydrazino)-2-oxo-ethyl]-carbamic acid benzyl ester

Base Information

• Chemical Name: [(S)-1-Benzyl-2-(N'-butyryl-hydrazino)-2-oxo-ethyl]-carbamic acid benzyl ester
• CAS No.: 74085-16-8
• Molecular Formula: C₂₁H₂₅N₃O₄
• Molecular Weight: 383.447

Synonyms:[(S)-1-Benzyl-2-(N'-butyryl-hydrazino)-2-oxo-ethyl]-carbamic acid benzyl ester

Chemical Property of [(S)-1-Benzyl-2-(N'-butyryl-hydrazino)-2-oxo-ethyl]-carbamic acid benzyl ester

Chemical Property:

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Technology Process of [(S)-1-Benzyl-2-(N'-butyryl-hydrazino)-2-oxo-ethyl]-carbamic acid benzyl ester

There total 2 articles about [(S)-1-Benzyl-2-(N'-butyryl-hydrazino)-2-oxo-ethyl]-carbamic acid benzyl 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: 85.0%

N-benzyloxycarbonyl-L-phenylalanine hydrazide (21887-86-5) + butyryl chloride (141-75-3) → [(S)-1-Benzyl-2-(N'-butyryl-hydrazino)-2-oxo-ethyl]-carbamic acid benzyl ester (74085-16-8)

Guidance literature:

With TEA; In N,N-dimethyl-formamide; for 5h; Ambient temperature;

DOI:10.1248/cpb.29.3630

Reference yield:

N-carbobenzoxy-L-phenylalanine methyl ester (35909-92-3) → [(S)-1-Benzyl-2-(N'-butyryl-hydrazino)-2-oxo-ethyl]-carbamic acid benzyl ester (74085-16-8)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine hydrate / methanol / 48 h / Ambient temperature

2: 85 percent / TEA / dimethylformamide / 5 h / Ambient temperature

With TEA; hydrazine hydrate; In methanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.29.3630

Reference yield:

[(S)-1-Benzyl-2-(N'-butyryl-hydrazino)-2-oxo-ethyl]-carbamic acid benzyl ester (74085-16-8) → Butyric acid N'-((S)-2-amino-3-phenyl-propionyl)-hydrazide (74085-17-9)

Guidance literature:

With hydrogen; palladium; In methanol;

DOI:10.1248/cpb.29.3630

upstream raw materials:

N-benzyloxycarbonyl-L-phenylalanine hydrazide

butyryl chloride

N-carbobenzoxy-L-phenylalanine methyl ester

Downstream raw materials:

Butyric acid N'-((S)-2-amino-3-phenyl-propionyl)-hydrazide

[(S)-1-[(R)-1-({[(S)-1-Benzyl-2-(N'-butyryl-hydrazino)-2-oxo-ethylcarbamoyl]-methyl}-carbamoyl)-ethylcarbamoyl]-2-(4-hydroxy-phenyl)-ethyl]-carbamic acid benzyl ester

(S)-2-Amino-N-[(R)-1-({[(S)-1-benzyl-2-(N'-butyryl-hydrazino)-2-oxo-ethylcarbamoyl]-methyl}-carbamoyl)-ethyl]-3-(4-hydroxy-phenyl)-propionamide

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