Capryloyl proline → (2S)-2-(1-Hydroxy-2-phenoxyethyl)-1-(N-octanoyl-L-prolyl)pyrrolidine

HRID 1720520Notes

Reaction equation

HRID 1720520 reaction equation
C(O[C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[CH:13]([OH:22])[CH2:14][O:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:7])(C)(C)C.[C:23]([N:32]1[CH2:39][CH2:38][CH2:37][C@H:33]1C(O)=O)(=[O:31])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]>>[OH:22][CH:13]([C@@H:9]1[CH2:10][CH2:11][CH2:12][N:8]1[C:6](=[O:7])[C@@H:39]1[CH2:38][CH2:37][CH2:33][N:32]1[C:23](=[O:31])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[CH2:14][O:15][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

3

Reactant 2

HCID 18632639Capryloyl prolineHCID 57278887(2S)-1-(t-butoxycarbonyl)-2-(1-hydroxy-2-phenoxyethyl)-pyrrolidine

Product 1

HCID 57232189(2S)-2-(1-Hydroxy-2-phenoxyethyl)-1-(N-octanoyl-L-prolyl)pyrrolidineYield 55.2%

Procedure

By the same procedure as in Example 1-D), while using (2S)-1-(tert-butoxycarbonyl)-2-(1-hydroxy-2-phenoxyethyl)pyrrolidine (1.50 g) and N-octanoyl-L-proline (1.18 g), there was obtained 1.16 g of the title compound.

Sources & evidence

ORD record
ord-dba6e328d4794d15a231434a31e2b557
Source dataset
uspto-grants-1996_04
Patent number
US05506256

Reaction notes

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