Reaktion #1807676

ord-b6ae45869af84dd29b8b3c65e4c310ee

Reaktionsgleichung

COc1ccc(OCC(O)[C@@H]2CCCN2C(=O)[C@@H]2CCCN2C(=O)OCc2ccccc2)cc1
(2S)-1-(N-Benzyloxycarbonyl-L-prolyl)-2-[l-hydroxy-2-(4-methoxyphenoxy)ethyl]pyrrolidine
C(=NC1CCCCC1)=NC1CCCCC1.CS(C)=O
DMSO DCC
→
COc1ccc(OCC(=O)[C@@H]2CCCN2C(=O)[C@@H]2CCCN2C(=O)OCc2ccccc2)cc1
title compound
Ausbeute 99.0%
COc1ccc(OCC(=O)[C@@H]2CCCN2C(=O)[C@@H]2CCCN2C(=O)OCc2ccccc2)cc1
(2S)-1-(N-Benzyloxycarbonyl-L-prolyl)-2-[(4-methoxyphenoxy)-acetyl]pyrrolidine
Ausbeute 99.0%

Edukte

COc1ccc(OCC(O)[C@@H]2CCCN2C(=O)[C@@H]2CCCN2C(=O)OCc2ccccc2)cc1
(2S)-1-(N-Benzyloxycarbonyl-L-prolyl)-2-[l-hydroxy-2-(4-methoxyphenoxy)ethyl]pyrrolidine
C(=NC1CCCCC1)=NC1CCCCC1.CS(C)=O
DMSO DCC

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

(2S)-1-(N-Benzyloxycarbonyl-L-prolyl)-2-[l-hydroxy-2-(4-methoxyphenoxy)ethyl]pyrrolidine (10.94 g) was subjected to DMSO-DCC oxidation in the same manner as in Example 1, D) to give 10.78 g of the title compound (See Table 6).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05506256uspto-grants-1996_04