3-Amino-1-(diphenylmethyl)azetidine → (2S)-N2-(1-benzhydryl-3-azetanyl)-1-(1,3-benzoxazol-2-yl)-2-piperidinecarboxamide

HRID 412643

Reaktionsgleichung

Reaktionsgleichung von HRID 412643
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[N:10]1[CH2:15][CH2:14][CH2:13][CH2:12][C@H:11]1[C:16]([OH:18])=O.[CH:19]([N:32]1[CH2:35][CH:34]([NH2:36])[CH2:33]1)([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[C:26]1([CH:19]([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[N:32]2[CH2:35][CH:34]([NH:36][C:16]([C@@H:11]3[CH2:12][CH2:13][CH2:14][CH2:15][N:10]3[C:2]3[O:1][C:5]4[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=4[N:3]=3)=[O:18])[CH2:33]2)[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Komponenten

3

Edukt 2

HCID 57445463-Amino-1-(diphenylmethyl)azetidineHCID 12050655(2S)-1-(1,3-benzoxazol-2-yl)-2-piperidinecarboxylic acid

Produkt 1

HCID 57139910(2S)-N2-(1-benzhydryl-3-azetanyl)-1-(1,3-benzoxazol-2-yl)-2-piperidinecarboxamide

Versuchsvorschrift

The title compound was prepared by a similar method to Example 1 from (2S)-1-(1,3-benzoxazol-2-yl)-2-piperidinecarboxylic acid [see Preparation 3] and 1-benzhydryl-3-azetanamine [see J. Med. Chem. (1977), 21(1), 78-82]. The crude product was purified by column chromatography on silica gel eluting with a solvent gradient of 80:20 changing to 60:40, then 50:50, by volume, hexane:ethyl acetate to afford (2S)-N2-(1-diphenylmethyl-3-azetidinyl)-1-(1,3-benzoxazol-2-yl)-2-piperidinecarboxamide as a white foam.

Aufarbeitung

  1. customThe crude product was purified by column chromatography on silica gel eluting with a solvent gradient of 80:20 changing to 60:40

Quellen und Nachweise

ORD-Eintrag
ord-c3ab7633e0c54430b3e73e99f5f85779
Quelldatensatz
uspto-grants-2003_05
Patentnummer
US06562964B1

Verknüpfte Notizen

Wird geladen…