Reaktion #1807700

ord-b1327d7cdcd14a29acefcd7dbf2ff3df

Reaktionsgleichung

NCc1ccc(Cl)cc1
4-chlorobenzylamine
O=C(Cl)OC(Cl)(Cl)Cl
trichloromethyl chloroformate
CC(C)(C)OC(=O)N1CCC[C@H]1C(=O)N1CCC[C@H]1C(O)COc1ccccc1
(2S)-1-[N-(tert-butoxycarbonyl)-L-prolyl]-2-(1-hydroxy-2-phenoxyethyl)pyrrolidine
→
O=C(NCc1ccc(Cl)cc1)N1CCC[C@H]1C(=O)N1CCC[C@H]1C(O)COc1ccccc1
title compound
Ausbeute 48.4%
O=C(NCc1ccc(Cl)cc1)N1CCC[C@H]1C(=O)N1CCC[C@H]1C(O)COc1ccccc1
(2S)-1-[N-(4-Chlorobenzylaminocarbonyl)-L-prolyl]-2-(1-hydroxy-2-phenoxyethyl)pyrrolidine
Ausbeute 48.4%

Edukte

NCc1ccc(Cl)cc1
4-chlorobenzylamine
O=C(Cl)OC(Cl)(Cl)Cl
trichloromethyl chloroformate
CC(C)(C)OC(=O)N1CCC[C@H]1C(=O)N1CCC[C@H]1C(O)COc1ccccc1
(2S)-1-[N-(tert-butoxycarbonyl)-L-prolyl]-2-(1-hydroxy-2-phenoxyethyl)pyrrolidine

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

By the same procedure as in Example 28-B), while using 4-chlorobenzylamine (0.71 g), trichloromethyl chloroformate (0.3 ml) and (2S)-1-[N-(tert-butoxycarbonyl)-L-prolyl]-2-(1-hydroxy-2-phenoxyethyl)pyrrolidine (2.00 g), there was obtained 1.13 g of the title compound.

Quelle

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