(S)-2-Acetylamino-4-methyl-pentanoic acid [(E)-(R)-1-benzyl-3-cyano-4-(4-methoxy-phenyl)-2-oxo-but-3-enyl]-amide

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Chemical Name:(S)-2-Acetylamino-4-methyl-pentanoic acid [(E)-(R)-1-benzyl-3-cyano-4-(4-methoxy-phenyl)-2-oxo-but-3-enyl]-amide
CAS No.:139168-77-7
Molecular Formula:C₂₇H₃₁N₃O₄
Molecular Weight:461.561
Hs Code.:

Synonyms:(S)-2-Acetylamino-4-methyl-pentanoic acid [(E)-(R)-1-benzyl-3-cyano-4-(4-methoxy-phenyl)-2-oxo-but-3-enyl]-amide

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Chemical Property of (S)-2-Acetylamino-4-methyl-pentanoic acid [(E)-(R)-1-benzyl-3-cyano-4-(4-methoxy-phenyl)-2-oxo-but-3-enyl]-amide

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Technology Process of (S)-2-Acetylamino-4-methyl-pentanoic acid [(E)-(R)-1-benzyl-3-cyano-4-(4-methoxy-phenyl)-2-oxo-but-3-enyl]-amide

There total 3 articles about (S)-2-Acetylamino-4-methyl-pentanoic acid [(E)-(R)-1-benzyl-3-cyano-4-(4-methoxy-phenyl)-2-oxo-but-3-enyl]-amide 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: 94.0%

: 123-11-5
4-methoxy-benzaldehyde

: 139168-61-9
N-Ac-L-Leu-D-Phe-CH₂CN

: 139168-77-7
(S)-2-Acetylamino-4-methyl-pentanoic acid [(E)-(R)-1-benzyl-3-cyano-4-(4-methoxy-phenyl)-2-oxo-but-3-enyl]-amide

Guidance literature:: With silica gel; In dichloromethane; at 25 ℃; for 15h;
DOI:10.1021/jo00032a042

Reference yield:

: 139168-57-3
(Z)-(R)-4-((S)-2-Acetylamino-4-methyl-pentanoylamino)-2-cyano-3-hydroxy-5-phenyl-pent-2-enoic acid tert-butyl ester

: 139168-77-7
(S)-2-Acetylamino-4-methyl-pentanoic acid [(E)-(R)-1-benzyl-3-cyano-4-(4-methoxy-phenyl)-2-oxo-but-3-enyl]-amide

Guidance literature:: Multi-step reaction with 2 steps

1: HCOOH / 8 h / 20 °C

2: 94 percent / silica gel / CH₂Cl₂ / 15 h / 25 °C

With formic acid; silica gel; In dichloromethane;
DOI:10.1021/jo00032a042

Reference yield:

: 139168-55-1
N-Ac-L-Leu-D-Phe-OH

: 139168-77-7
(S)-2-Acetylamino-4-methyl-pentanoic acid [(E)-(R)-1-benzyl-3-cyano-4-(4-methoxy-phenyl)-2-oxo-but-3-enyl]-amide

Guidance literature:: Multi-step reaction with 3 steps

1: 1) 1,1'-carbonyldiimidazole / 1) THF, 20 deg C, 1h, 2a) -78 deg C, 1h, 2b) -78 to 20 deg C, overnight

2: HCOOH / 8 h / 20 °C

3: 94 percent / silica gel / CH₂Cl₂ / 15 h / 25 °C

With formic acid; silica gel; 1,1'-carbonyldiimidazole; In dichloromethane;
DOI:10.1021/jo00032a042