HCID 15431799, compound → HCID 18391503, compound

HRID 1586111Notes

Reaction equation

HRID 1586111 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[CH2:18][C@@H:17]([C:19]([OH:21])=[O:20])[CH2:16][C@H:12]1[C:13]([OH:15])=[O:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CO>[CH2:1]([O:8][C:9]([N:11]1[CH2:18][C@H:17]([C:19]([OH:21])=[O:20])[CH2:16][C@@H:12]1[C:13]([OH:15])=[O:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 15431799HCID 15431799, compound

Product 1

HCID 18391503HCID 18391503, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Saponification of the cis dimethyl ester 13 (0.502 g, 1.56 mmol) gave 0.44 g (96%) of the desired cis dicarboxylate as colorless prisms: mp 175°-176° C; [α]26D +30° (c 1.10, CH3OH); Spectra were identical in all respects to those of the enantiomer N-(benzyloxycarbonyl)-cis-4-carboxy-L-proline. Anal. Calcd for C14H15NO6 ; C, 57.34; H, 5.16; N, 4.78. Found: C, 57.43; H, 5.18; C, 4.68.

Sources & evidence

ORD record
ord-2433fd24cf514e89a4de0b4bb7431082
Source dataset
uspto-grants-1999_08
Patent number
US05942537

Reaction notes

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