tert-butyl N-[(2S)-4-methyl-1-oxopentan-2-yl]carbamate → HCID 53872240, compound

HRID 1953444Notes

Reaction equation

HRID 1953444 reaction equation
CC(O[C:6]([NH:8][C@@H:9]([CH2:12][CH2:13][CH2:14][CH3:15])C=O)=[O:7])(C)C.CC(OC([NH:23][C@@H:24]([CH2:27][CH:28]([CH3:30])[CH3:29])[CH:25]=[O:26])=O)(C)C>>[CH:9]1([NH:8][C:6](=[O:7])[CH:25]([OH:26])[C@@H:24]([NH2:23])[CH2:27][CH:28]([CH3:30])[CH3:29])[CH2:12][CH2:13][CH2:14][CH2:15]1

Participants

3

Reactant 2

HCID 104275tert-butyl N-[(2S)-4-methyl-1-oxopentan-2-yl]carbamateHCID 10420833(S)-tert-butyl 1-oxohexan-2-ylcarbamate

Product 1

HCID 53872240HCID 53872240, compoundYield 34%

Procedure

The same procedure as in Reference Example 11 was repeated except that the (S)-2-[N-(2-methyl-2-propyloxycarbonyl)amino]hexanal was replaced by 18.64 g of (S)-2-[N-(2-methyl-2-propyloxycarbonyl)amino]-4-methylpentanal, whereby 6.72 g of the captioned (2RS,3S)-N-cyclopentyl-3-amino-2-hydroxy-5-methylhexanamide was obtained in a yield of 34%.

Sources & evidence

ORD record
ord-d34babbc5a0042ff80f6d4c2249b652f
Source dataset
uspto-grants-2000_09
Patent number
US06117870

Reaction notes

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