(R)-2-Benzyloxycarbonylamino-3-methyl-2-(2-oxo-ethyl)-butyric acid methyl ester

Base Information

• Chemical Name: (R)-2-Benzyloxycarbonylamino-3-methyl-2-(2-oxo-ethyl)-butyric acid methyl ester
• CAS No.: 288404-41-1
• Molecular Formula: C₁₆H₂₁NO₅
• Molecular Weight: 307.346

Synonyms:(R)-2-Benzyloxycarbonylamino-3-methyl-2-(2-oxo-ethyl)-butyric acid methyl ester

Chemical Property of (R)-2-Benzyloxycarbonylamino-3-methyl-2-(2-oxo-ethyl)-butyric acid methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (R)-2-Benzyloxycarbonylamino-3-methyl-2-(2-oxo-ethyl)-butyric acid methyl ester

There total 3 articles about (R)-2-Benzyloxycarbonylamino-3-methyl-2-(2-oxo-ethyl)-butyric 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: 95.0%

(R)-2-Benzyloxycarbonylamino-2-isopropyl-5-methyl-hex-4-enoic acid methyl ester (288404-39-7) → (R)-2-Benzyloxycarbonylamino-3-methyl-2-(2-oxo-ethyl)-butyric acid methyl ester (288404-41-1)

Guidance literature:

With ozone; triphenylphosphine; at -78 ℃;

DOI:10.1021/ol0059293

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → (R)-2-Benzyloxycarbonylamino-3-methyl-2-(2-oxo-ethyl)-butyric acid methyl ester (288404-41-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / i-Pr₂NEt / tetrahydrofuran / 4 h / 20 °C

2: 95 percent / O₃; PPh₃ / -78 °C

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

DOI:10.1021/ol0059293

Reference yield:

(R)-2-Amino-2-isopropyl-5-methyl-hex-4-enoic acid methyl ester (145452-08-0) → (R)-2-Benzyloxycarbonylamino-3-methyl-2-(2-oxo-ethyl)-butyric acid methyl ester (288404-41-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / i-Pr₂NEt / tetrahydrofuran / 4 h / 20 °C

2: 95 percent / O₃; PPh₃ / -78 °C

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

DOI:10.1021/ol0059293

upstream raw materials:

(R)-2-Benzyloxycarbonylamino-2-isopropyl-5-methyl-hex-4-enoic acid methyl ester

benzyl chloroformate

(R)-2-Amino-2-isopropyl-5-methyl-hex-4-enoic acid methyl ester

Downstream raw materials:

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

2-tert-butoxycarbonylamino-2-[5-(2-hydroxy-ethyl)-5-isopropyl-4-oxo-4,5-dihydro-1H-pyrrol-3-yl]-3-phenyl-propionic acid methyl ester

CHCH₂CCOCH₂C₆H₅NCO₂C₄H₉NCC₃H₇COCCHNHCC₄H₉CH₂COHCONCC₄H₉COCH₂CNCCH₂C₆H₅COCH₃CH₂CHC₃H₅

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