1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)- → (2S)-1-[N-(tert-butoxycarbonyl)-L-prolyl]-2-[2-(4-chlorophenoxy)-l-hydroxyethyl]pyrrolidine

HRID 1720512Notes

Reaction equation

HRID 1720512 reaction equation
C(O[C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[CH:13]([OH:23])[CH2:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=1)=[O:7])(C)(C)C.[C:24]([O:28][C:29]([N:31]1[CH2:38][CH2:37][CH2:36][C@H:32]1C(O)=O)=[O:30])([CH3:27])([CH3:26])[CH3:25]>>[C:24]([O:28][C:29]([N:31]1[CH2:38][CH2:37][CH2:36][C@H:32]1[C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[CH:13]([OH:23])[CH2:14][O:15][C:16]1[CH:17]=[CH:18][C:19]([Cl:22])=[CH:20][CH:21]=1)=[O:7])=[O:30])([CH3:27])([CH3:25])[CH3:26]

Participants

3

Reactant 2

HCID 850831,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-HCID 67770992(2S)-1-(tert-butoxycarbonyl)-2-[2-(4-chlorophenoxy)-1-hydroxyethyl]pyrrolidine

Product 1

HCID 67771535(2S)-1-[N-(tert-butoxycarbonyl)-L-prolyl]-2-[2-(4-chlorophenoxy)-l-hydroxyethyl]pyrrolidineYield 59.2%

Procedure

By the same procedure as in Example 26-D), while using (2S)-1-(tert-butoxycarbonyl)-2-[2-(4-chlorophenoxy)-1-hydroxyethyl]pyrrolidine (2.80 g) and N-(tert-butoxycarbonyl)-L-proline (1.94 g), there was obtained 2.13 g of the title compound.

Sources & evidence

ORD record
ord-6df8af3a460b43ac9d18313f1e16db01
Source dataset
uspto-grants-1996_04
Patent number
US05506256

Reaction notes

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