Reaktion #359275

ord-53c8a84da2ae4114ac29d94e0f3e327c

Reaktionsgleichung

CC(C)(C)OC(=O)N1CCC(CN)C1
3-aminomethyl-1-(t-butoxycarbonyl)pyrrolidine
OCC1CCN(Cc2ccccc2)C1
3-hydroxymethyl-1-benzylpyrrolidine
CC(C)(C)O[C@@H]1C[C@@H](C(=O)N2CCC[C@@H]2C(=O)O)N(C(=O)CC(c2ccccc2)(c2ccccc2)c2ccccc2)C1
(2R)-1-{(2S,4R)-4-(tert-butoxy)-1-(3,3,3-triphenylpropanoyl)pyrrolidin-2-yl}carbonyl-pyrrolidine-2-carboxylic acid
→
O=C(NCC1CCNC1)[C@H]1CCCN1C(=O)[C@@H]1C[C@@H](O)CN1C(=O)CC(c1ccccc1)(c1ccccc1)c1ccccc1
title compound
O=C(NCC1CCNC1)[C@H]1CCCN1C(=O)[C@@H]1C[C@@H](O)CN1C(=O)CC(c1ccccc1)(c1ccccc1)c1ccccc1
(2R)-1-{(2S,4R)-4-hydroxy-1-(3,3,3-triphenylpropanoyl)pyrrolidin-2-yl}carbonyl-N-(3-pyrrolidylmethyl)pyrrolidine-2-carboxamide

Edukte

CC(C)(C)OC(=O)N1CCC(CN)C1
3-aminomethyl-1-(t-butoxycarbonyl)pyrrolidine
OCC1CCN(Cc2ccccc2)C1
3-hydroxymethyl-1-benzylpyrrolidine
CC(C)(C)O[C@@H]1C[C@@H](C(=O)N2CCC[C@@H]2C(=O)O)N(C(=O)CC(c2ccccc2)(c2ccccc2)c2ccccc2)C1
(2R)-1-{(2S,4R)-4-(tert-butoxy)-1-(3,3,3-triphenylpropanoyl)pyrrolidin-2-yl}carbonyl-pyrrolidine-2-carboxylic acid

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigewas synthesized by a method similar to the one

Vorschrift

The title compound was prepared by successively conducting procedures similar to Step 5 of Example 1 and Example 46, using 3-aminomethyl-1-(t-butoxycarbonyl)pyrrolidine [which was synthesized by a method similar to the one described in Japan Kokai Hei 11(1999)-193232, using 3-hydroxymethyl-1-benzylpyrrolidine [taught in Japan Kokai (laid-open) Hei 4(1992)-112868]] and (2R)-1-{(2S,4R)-4-(tert-butoxy)-1-(3,3,3-triphenylpropanoyl)pyrrolidin-2-yl}carbonyl-pyrrolidine-2-carboxylic acid.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07452908B2uspto-grants-2008_11