1-benzyl hydrogen (R)-pyrrolidine-1,2-dicarboxylate → HCID 15132646, compound

HRID 467156Notes

Reaction equation

HRID 467156 reaction equation
Cl.[CH2:2]([O:4][CH:5]([O:11][CH2:12][CH3:13])[C@@H:6]1[CH2:10][CH2:9][CH2:8][NH:7]1)[CH3:3].[CH2:14]([O:21][C:22]([N:24]1[CH2:31][CH2:30][CH2:29][C@@H:25]1[C:26](O)=[O:27])=[O:23])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[CH2:12]([O:11][CH:5]([O:4][CH2:2][CH3:3])[C@@H:6]1[CH2:10][CH2:9][CH2:8][N:7]1[C:26](=[O:27])[C@H:25]1[CH2:29][CH2:30][CH2:31][N:24]1[C:22]([O:21][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:23])[CH3:13]

Participants

3

Reactant 2

HCID 1112081-benzyl hydrogen (R)-pyrrolidine-1,2-dicarboxylateHCID 86746304L-prolinal diethyl acetal hydrochloride

Product 1

HCID 15132646HCID 15132646, compoundYield 73%

Procedure

L-prolinal diethyl acetal hydrochloride (726 mg) and benzyloxycarbonyl-D-proline (801 mg, 3.22 mmol) are used to prepare 942 mg (73%) of the title compound as a pale yellow syrup in a manner similar to that as mentioned in Example 8.

Sources & evidence

ORD record
ord-e6b9fdaf1e5f47caa32e9c6a1716fef2
Source dataset
uspto-grants-1992_10
Patent number
US05158970

Reaction notes

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