methyl L-prolinate hydrochloride → HCID 54508947, compound

HRID 1008568Notes

Reaction equation

HRID 1008568 reaction equation
Cl.[CH3:2][O:3][C:4](=[O:10])[C@@H:5]1[CH2:9][CH2:8][CH2:7][NH:6]1.[CH:11]([O:14][C:15]([NH:17][C@@H:18]([C:22]([S:25][CH:26]([CH3:28])[CH3:27])([CH3:24])[CH3:23])[C:19](O)=[O:20])=[O:16])([CH3:13])[CH3:12]>>[CH3:2][O:3][C:4]([C@@H:5]1[CH2:9][CH2:8][CH2:7][N:6]1[C:19](=[O:20])[C@@H:18]([NH:17][C:15]([O:14][CH:11]([CH3:13])[CH3:12])=[O:16])[C:22]([S:25][CH:26]([CH3:28])[CH3:27])([CH3:23])[CH3:24])=[O:10]

Participants

3

Reactant 2

HCID 2733200methyl L-prolinate hydrochlorideHCID 53997155HCID 53997155, compound

Product 1

HCID 54508947HCID 54508947, compoundYield 88.2%

Procedure

Reaction of 0.54 g of (L)-proline methyl ester hydrochloride and 0.89 g of 2-(R)-isopropoxycarbonylamino-3-isopropylsulfanyl-3-methyl-butyric acid according to the procedure described for example 91b afforded 1.10 g (88%) of the title compound as a colorless oil. (+)-APCI-MS: 389 (MH+).

Sources & evidence

ORD record
ord-0d51a1d3a0a5452880ca5e74d4b47195
Source dataset
uspto-grants-2004_09
Patent number
US06797710B2

Reaction notes

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