benzyl (2S)-2-aminopropanoate → HCID 70879933, compound

HRID 1066293Notes

Reaction equation

HRID 1066293 reaction equation
C(OC(N[C@H:9]([CH2:15]C1C=CC=CC=1)[CH:10](O)[C:11](O)=[O:12])=O)(C)(C)C.[CH2:22]([O:29][C:30](=[O:34])[C@H:31]([CH3:33])[NH2:32])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>>[CH2:22]([O:29][C:30](=[O:34])[C@H:31]([CH3:33])[NH:32][C:11](=[O:12])[CH2:10][CH2:9][CH3:15])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

3

Reactant 2

HCID 726858benzyl (2S)-2-aminopropanoateHCID 70064561HCID 70064561, compound

Product 1

HCID 70879933HCID 70879933, compound

Procedure

The product of example 20A and L-alanine benzyl ester were processed as in examples 1E to yield (2RS,3R)-3-(tert-butoxycarbonylamino)-2-hydroxy-4-cyclohexyl)butanoyl-L-alanine benzyl ester. 0.5 g of the above product was hydrogenated in 2 mL of isopropyl alcohol in the presence of 20 mg of 10%-palladium on charcoal to yield (2RS,3R)-3-(tert-butoxycarbonylamino)-2-hydroxy-4-cyclohexyl)butanoyl-L-alanine (0.4 g).

Sources & evidence

ORD record
ord-3c113c5967ba4b42a0fe169f696a8d66
Source dataset
uspto-grants-2001_06
Patent number
US06242494B1

Reaction notes

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