Leucine, N-carboxy-, N-benzyl ester, L- → HCID 14412335, compound

HRID 1493569Notes

Reaction equation

HRID 1493569 reaction equation
[NH:1]([C:10]([O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:11])[C@H:2]([C:7]([OH:9])=O)[CH2:3][CH:4]([CH3:6])[CH3:5].[NH:20]1[CH2:28][CH2:27][CH2:26][C@H:21]1[C:22]([O:24][CH3:25])=[O:23]>>[NH:1]([C:10]([O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:11])[C@H:2]([C:7]([N:20]1[CH2:28][CH2:27][CH2:26][C@H:21]1[C:22]([O:24][CH3:25])=[O:23])=[O:9])[CH2:3][CH:4]([CH3:5])[CH3:6]

Participants

3

Reactant 2

HCID 74840Leucine, N-carboxy-, N-benzyl ester, L-HCID 853477Methyl L-prolinate

Product 1

HCID 14412335HCID 14412335, compound

Procedure

Cbz-L-LeuOH (0.01 mol) was coupled to L-ProOMe (0.01 mol) to form Cbz-L-Leu-L-ProOMe which was then deesterified to yield Cbz-L-Leu-L-ProOH, using the procedure outlined in Example 8 for the preparation of Cbz-L-Asn-L-(O-t-butyl)-ThrOH.

Sources & evidence

ORD record
ord-0ebae81ee03040f0a7055e07616ad98e
Source dataset
uspto-grants-1991_06
Patent number
US05023236

Reaction notes

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