4(S)-benzyloxycarbonylamino-4-(methoxymethylcarbamoyl)butyric acid iso-butyl ester

Base Information

• Chemical Name: 4(S)-benzyloxycarbonylamino-4-(methoxymethylcarbamoyl)butyric acid iso-butyl ester
• CAS No.: 279675-15-9
• Molecular Formula: C₁₉H₂₈N₂O₆
• Molecular Weight: 380.441
• Mol file: 279675-15-9.mol

Synonyms:4(S)-benzyloxycarbonylamino-4-(methoxymethylcarbamoyl)butyric acid iso-butyl ester

Chemical Property of 4(S)-benzyloxycarbonylamino-4-(methoxymethylcarbamoyl)butyric acid iso-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 4(S)-benzyloxycarbonylamino-4-(methoxymethylcarbamoyl)butyric acid iso-butyl ester

There total 1 articles about 4(S)-benzyloxycarbonylamino-4-(methoxymethylcarbamoyl)butyric acid iso-butyl 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,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + 2(S)-benzyloxycarbonylaminopentanedioic acid 5-iso-butyl ester → 4(S)-benzyloxycarbonylamino-4-(methoxymethylcarbamoyl)butyric acid iso-butyl ester (279675-15-9)

Guidance literature:

2(S)-benzyloxycarbonylaminopentanedioic acid 5-iso-butyl ester; With 4-methyl-morpholine; isobutyl chloroformate; In dichloromethane; at -15 ℃; for 0.5h;

N,O-dimethylhydroxylamine*hydrochloride; In dichloromethane; at -15 - 20 ℃; for 2h;

DOI:10.1016/S0040-4020(00)00165-4

Reference yield: 91.0%

4(S)-benzyloxycarbonylamino-4-(methoxymethylcarbamoyl)butyric acid iso-butyl ester (279675-15-9) → 4(S)-benzyloxycarbonylamino-5-oxo-pentanoic acid isobutyl ester (279675-17-1)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at -40 ℃; for 2.66667h;

DOI:10.1016/S0040-4020(00)00165-4

Reference yield:

4(S)-benzyloxycarbonylamino-4-(methoxymethylcarbamoyl)butyric acid iso-butyl ester (279675-15-9) → 1(R)-4'(S)-benzyloxycarbonylamino-4'-(1,2,3,4-tetrahydro-1H-β-carbolin-1-yl)butyric acid isobutyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / LiAlH₄ / diethyl ether / 2.67 h / -40 °C

2: 77 percent / TFA / CH₂Cl₂ / 2 h / -40 °C

With lithium aluminium tetrahydride; trifluoroacetic acid; In diethyl ether; dichloromethane; 1: Reduction / 2: Pictet-Spengler reaction;

DOI:10.1016/S0040-4020(00)00165-4

upstream raw materials:

N,O-dimethylhydroxylamine*hydrochloride

Downstream raw materials:

4(S)-benzyloxycarbonylamino-5-oxo-pentanoic acid isobutyl ester