(+)-L-Leucine methyl ester → (R)-methyl 4-methyl-2-(4-(methylthio)benzamido)pentanoate

HRID 1453448Notes

Reaction equation

HRID 1453448 reaction equation
[CH3:1][S:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=O)=[CH:5][CH:4]=1.[CH3:12][O:13][C:14](=[O:21])[C@H:15]([CH2:17][CH:18]([CH3:20])[CH3:19])[NH2:16]>>[CH3:19][CH:18]([CH3:20])[CH2:17][C@@H:15]([NH:16][C:7](=[O:9])[C:6]1[CH:5]=[CH:4][C:3]([S:2][CH3:1])=[CH:11][CH:10]=1)[C:14]([O:13][CH3:12])=[O:21]

Participants

3

Reactant 2

HCID 65105(+)-L-Leucine methyl esterHCID 832304-(Methylthio)benzoic acid

Product 1

HCID 37992989(R)-methyl 4-methyl-2-(4-(methylthio)benzamido)pentanoate

Procedure

Prepared in a similar manner to example 4 using 4-(methylthio)benzoic acid and D Leucine methyl ester. MS (M+H, 296).

Sources & evidence

ORD record
ord-f5c2be7970b74d89906dc8b9464757ed
Source dataset
uspto-grants-2009_01
Patent number
US07476399B2

Reaction notes

Loading…