N-Carbobenzoxy-L-valine → (S)-Methyl 1-((S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutanoyl)pyrrolidine-2-carboxylate

HRID 1821559Notes

Reaction equation

HRID 1821559 reaction equation
[NH:1]([C:9]([O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:10])[C@H:2]([C:6]([OH:8])=O)[CH:3]([CH3:5])[CH3:4].[NH:19]1[CH2:27][CH2:26][CH2:25][C@H:20]1[C:21]([O:23][CH3:24])=[O:22]>>[NH:1]([C:9]([O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:10])[C@H:2]([C:6]([N:19]1[CH2:27][CH2:26][CH2:25][C@H:20]1[C:21]([O:23][CH3:24])=[O:22])=[O:8])[CH:3]([CH3:4])[CH3:5]

Participants

3

Reactant 2

HCID 726987N-Carbobenzoxy-L-valineHCID 853477Methyl L-prolinate

Product 1

HCID 14032133(S)-Methyl 1-((S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutanoyl)pyrrolidine-2-carboxylate

Procedure

Z-Val-OH (3.5 g, 13.9 mmol) and H-Pro-OMe*HCl (2.14 g, 13.9 mmol) were treated in the same manner as above for 1, to give 3 as a white solid.

Sources & evidence

ORD record
ord-89169db16151430b8337a1288128f478
Source dataset
uspto-grants-2009_10
Patent number
US07608577B2

Reaction notes

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