(S)-2-Benzyloxycarbonylamino-4-methyl-2-(2-oxo-ethyl)-pentanoic acid methyl ester

Base Information

• Chemical Name: (S)-2-Benzyloxycarbonylamino-4-methyl-2-(2-oxo-ethyl)-pentanoic acid methyl ester
• CAS No.: 219585-99-6
• Molecular Formula: C₁₇H₂₃NO₅
• Molecular Weight: 321.373

Synonyms:(S)-2-Benzyloxycarbonylamino-4-methyl-2-(2-oxo-ethyl)-pentanoic acid methyl ester

Chemical Property of (S)-2-Benzyloxycarbonylamino-4-methyl-2-(2-oxo-ethyl)-pentanoic acid methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (S)-2-Benzyloxycarbonylamino-4-methyl-2-(2-oxo-ethyl)-pentanoic acid methyl ester

There total 3 articles about (S)-2-Benzyloxycarbonylamino-4-methyl-2-(2-oxo-ethyl)-pentanoic 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: 98.0%

(S)-2-Benzyloxycarbonylamino-2-isobutyl-5-methyl-hex-4-enoic acid methyl ester (219585-90-7) → (S)-2-Benzyloxycarbonylamino-4-methyl-2-(2-oxo-ethyl)-pentanoic acid methyl ester (219585-99-6)

Guidance literature:

With ozone; triphenylphosphine;

DOI:10.1021/ja982973t

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → (S)-2-Benzyloxycarbonylamino-4-methyl-2-(2-oxo-ethyl)-pentanoic acid methyl ester (219585-99-6)

Guidance literature:

Multi-step reaction with 2 steps

1: i-Pr₂NEt / tetrahydrofuran / 4 h / 20 °C

2: O₃; Ph₃P / CH₂Cl₂ / -78 °C

With ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; 1: benzyloxycarbonylation / 2: Oxidation;

DOI:10.1021/ol0059293

Reference yield:

(S)-2-Amino-2-isobutyl-5-methyl-hex-4-enoic acid methyl ester (145452-11-5) → (S)-2-Benzyloxycarbonylamino-4-methyl-2-(2-oxo-ethyl)-pentanoic acid methyl ester (219585-99-6)

Guidance literature:

Multi-step reaction with 2 steps

1: i-Pr₂NEt / tetrahydrofuran / 4 h / 20 °C

2: O₃; Ph₃P / CH₂Cl₂ / -78 °C

With ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; 1: benzyloxycarbonylation / 2: Oxidation;

DOI:10.1021/ol0059293

upstream raw materials:

(S)-2-Benzyloxycarbonylamino-2-isobutyl-5-methyl-hex-4-enoic acid methyl ester

benzyl chloroformate

(S)-2-Amino-2-isobutyl-5-methyl-hex-4-enoic acid methyl ester

Downstream raw materials:

(2S,5'S)-5'-[2-Hydroxy-3-(toluene-4-sulfonyloxy)-propyl]-2,5'-diisobutyl-4-[(R)-3-methyl-1-(2-trimethylsilanyl-ethoxymethoxymethyl)-butyl]-3,4'-dioxo-2,3,4',5'-tetrahydro-[2,3']bipyrrolyl-1,1'-dicarboxylic acid diallyl ester

2-tert-butoxycarbonylamino-2-[5''-(2-hydroxy-ethyl)-5',5''-diisobutyl-2-isopropyl-3,4',4''-trioxo-2,3,4',5',4'',5''-hexahydro-1H,1'H,1''H-[2,3';5',3'']terpyrrol-4-yl]-3-phenyl-propionic acid methyl ester

(S)-2-tert-Butoxycarbonylamino-2-[(2S,5'S)-5'-(2-hydroxy-ethyl)-5'-isobutyl-2-isopropyl-3,4'-dioxo-2,3,4',5'-tetrahydro-1H,1'H-[2,3']bipyrrolyl-4-yl]-3-phenyl-propionic acid methyl ester

(S)-3-Amino-3-isobutyl-dihydro-furan-2-one

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