methyl L-prolinate hydrochloride → HCID 57276493, compound

HRID 1008570Notes

Reaction equation

HRID 1008570 reaction equation
Cl.[CH3:2][O:3][C:4](=[O:10])[C@@H:5]1[CH2:9][CH2:8][CH2:7][NH:6]1.[C:11]([O:15][C:16]([CH2:18][S:19][C:20]([CH3:32])([CH3:31])[C@H:21]([NH:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])[C:22](O)=[O:23])=[O:17])([CH3:14])([CH3:13])[CH3:12]>>[CH3:2][O:3][C:4]([C@@H:5]1[CH2:9][CH2:8][CH2:7][N:6]1[C:22](=[O:23])[C@@H:21]([NH:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])[C:20]([S:19][CH2:18][C:16]([O:15][C:11]([CH3:13])([CH3:14])[CH3:12])=[O:17])([CH3:31])[CH3:32])=[O:10]

Participants

3

Reactant 2

HCID 2733200methyl L-prolinate hydrochlorideHCID 22958558HCID 22958558, compound

Product 1

HCID 57276493HCID 57276493, compoundYield 52.4%

Procedure

Reaction of 0.44 g of (L)-proline methyl ester hydrochloride and 0.86 g of 3-tert.-butoxycarbonylmethylsulfanyl-2-(R)-ethoxycarbonylamino-3-methyl-butyric acid according to the procedure described in example 91b yielded 0.60 g (52%) of the title compound as a colorless oil (+)-APCI-MS: 474 (MH+).

Sources & evidence

ORD record
ord-14504901e8bf472faf3348e585714004
Source dataset
uspto-grants-2004_09
Patent number
US06797710B2

Reaction notes

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