Benzyl L-prolinate → HCID 131723795, compound

HRID 1861632Notes

Reaction equation

HRID 1861632 reaction equation
[CH2:1]([S:3]([NH:6][C@H:7]([C:12]([O:14]C)=O)[CH2:8][CH:9]([CH3:11])[CH3:10])(=[O:5])=[O:4])[CH3:2].[NH:16]1[CH2:30][CH2:29][CH2:28][C@H:17]1[C:18]([O:20]CC1C=CC=CC=1)=[O:19]>>[CH2:1]([S:3]([NH:6][C@H:7]([C:12]([N:16]1[CH2:30][CH2:29][CH2:28][C@H:17]1[C:18]([OH:20])=[O:19])=[O:14])[CH2:8][CH:9]([CH3:10])[CH3:11])(=[O:4])=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 736155Benzyl L-prolinateHCID 93038209HCID 93038209, compound

Product 1

HCID 131723795HCID 131723795, compound

Procedure

EtSO2-Leu-OMe (3.3 g) was saponified (procedure example 1), coupled with H-Pro-OBzl (procedure example 23) and the resulting dipetide was hydrogenated (procedure example 23) using the indicated procedures to give 3.4 g of the title compound.

Sources & evidence

ORD record
ord-a793126e91b245bea2b173f26bdeae5a
Source dataset
uspto-grants-2003_03
Patent number
US06534495B1

Reaction notes

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