1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)- → HCID 67745458, compound

HRID 1720522Notes

Reaction equation

HRID 1720522 reaction equation
[CH2:1]([O:8][CH2:9][CH:10]([C@@H:12]1[CH2:16][CH2:15][CH2:14][NH:13]1)[OH:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:17]([O:21][C:22]([N:24]1[CH2:31][CH2:30][CH2:29][C@H:25]1[C:26](O)=[O:27])=[O:23])([CH3:20])([CH3:19])[CH3:18]>>[C:17]([O:21][C:22]([N:24]1[CH2:31][CH2:30][CH2:29][C@H:25]1[C:26]([N:13]1[CH2:14][CH2:15][CH2:16][C@H:12]1[CH:10]([OH:11])[CH2:9][O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:27])=[O:23])([CH3:20])([CH3:18])[CH3:19]

Participants

3

Reactant 2

HCID 850831,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-HCID 57152973HCID 57152973, compound

Product 1

HCID 67745458HCID 67745458, compoundYield 48.8%

Procedure

By the same procedure as in Example 26-D), (2S)-2-(2-benzyloxy-1-hydroxyethyl)pyrrolidine (297 mg) and N-(tert-butoxycarbonyl)-L-proline (318 mg) were subjected to dehydration condensation reaction to give 274 mg of the title compound.

Sources & evidence

ORD record
ord-ae0edbd19f5a476fa5552ada6be116b1
Source dataset
uspto-grants-1996_04
Patent number
US05506256

Reaction notes

Loading…