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Volumn 51, Issue 30, 2010, Pages 3918-3921

An unexpected ring contraction of two nitroaryl pro-drugs: conversion of N-(nitroaryl)-3-chloropiperidine derivatives into N-(nitroaryl)-2-chloromethylpyrrolidines

Author keywords

Aziridinium ions; CB1954; NAD(P)H: quinone oxidoreductase 1; Nitroaromatic pro drugs; NQO1; SN 23862

Indexed keywords

5 (1 AZIRIDINYL) 2,4 DINITROBENZAMIDE; AZIRIDINE DERIVATIVE; CHLOROMETHYL METHYL ETHER; NITROGEN DERIVATIVE; NQO 1; OXIDOREDUCTASE; PIPERIDINE DERIVATIVE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; PYRROLIDINE DERIVATIVE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; SN 23862; UNCLASSIFIED DRUG;

EID: 77953809477     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.05.095     Document Type: Article
Times cited : (6)

References (23)
  • 13
  • 14
    • 77953810872 scopus 로고    scopus 로고
    • note
    • 2 (15 mL). The mixture was heated at reflux (15 h), allowed to cool to room temperature, and then evaporated. The residue was purified by column chromatography giving racemic compound 5 (0.31 g, 80%).
  • 15
    • 77953807523 scopus 로고    scopus 로고
    • note
    • X-ray data are given in the Supplementary data. Crystallographic data have been deposited with the Cambridge Crystallographic Data Centre CCDC 767027 (compound 5) and CCDC 767028 (compound 15). Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [Fax: (international) +44-1223/336-033; e-mail: deposit@ccdc.cam.ac.uk].
  • 17
    • 77953810946 scopus 로고    scopus 로고
    • This product has been reported in the patent literature and was prepared via chlorination of N-(4-nitrophenyl)prolinol. See: Ramos, L, Sabelle, S. US Patent 2004/248961 CAS Registry Number 764662-20-6P
    • This product has been reported in the patent literature and was prepared via chlorination of N-(4-nitrophenyl)prolinol. See: Ramos, L.; Sabelle, S. US Patent 2004/248961 (CAS Registry Number 764662-20-6P).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.