Ethyl 4-methyl-2-oxovalerate → HCID 54411486, compound

HRID 637642Notes

Reaction equation

HRID 637642 reaction equation
[CH3:1][CH:2]([CH3:11])[CH2:3][C:4](=O)[C:5]([O:7][CH2:8][CH3:9])=[O:6].[NH2:12][C@H:13]([C:18]([N:20]([C:25]1[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=1)[CH2:21][C:22]([OH:24])=[O:23])=[O:19])[C@H:14]([CH2:16][CH3:17])[CH3:15].C([BH3-])#N.[Na+]>>[CH2:8]([O:7][C:5]([C@@H:4]([NH:12][C@H:13]([C:18]([N:20]([C:25]1[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=1)[CH2:21][C:22]([OH:24])=[O:23])=[O:19])[C@H:14]([CH2:16][CH3:17])[CH3:15])[CH2:3][CH:2]([CH3:11])[CH3:1])=[O:6])[CH3:9]

Participants

4

Reactant 3

HCID 117716Ethyl 4-methyl-2-oxovalerateHCID 5003444Sodium cyanoborohydrideHCID 54325557HCID 54325557, compound

Product 1

HCID 54411486HCID 54411486, compound

Procedure

Ethyl 4-methyl-2-oxopentanoate and L-isoleucyl-N-(3-pyridyl)-glycine were condensed in the presence of sodium cyanoborohydride to yield N-[1-(S)-ethoxycarbonyl-3-methylbutyl]-L-isoleucyl-N-(3-pyridyl)glycine.

Sources & evidence

ORD record
ord-a6a10e961c074adbb0cb59727c456cf9
Source dataset
uspto-grants-1985_12
Patent number
US04558038

Reaction notes

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