Saturated heterocycles, 1371. Synthesis and steric structure of stereoisomeric 2-p-nitrophenylperhydroquinazolin-4-ones

F. Fülöp, G. Bernáth, Kalevi Pihlaja, Jorma Mattinen, G. Argay, A. Kálmán

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

Ethyl cis- and trans-2-aminocyclohexanecarboxylate (4) were used as starting material to prepare (r-4a, t-2,_t-8a)-, (r-4a, c-2,c-8a)- and (r-4a,t-2,c-8a)-2-p-nitrophenylperhydroquinazol-in-4-one and their 3-methyl-substituted derivatives in stereospecific or stereoselectlve syntheses. The relative configurations of the quinazolones were assigned via DNOE measurements. Crystal structure determinations of cis-7a and cis-8a were also performed by X-ray diffraction.

Original languageEnglish
Pages (from-to)4731-4736
Number of pages6
JournalTetrahedron
Volume43
Issue number20
DOIs
Publication statusPublished - 1987

Fingerprint

X-Ray Diffraction
Crystal structure
Derivatives
X ray diffraction

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Saturated heterocycles, 1371. Synthesis and steric structure of stereoisomeric 2-p-nitrophenylperhydroquinazolin-4-ones. / Fülöp, F.; Bernáth, G.; Pihlaja, Kalevi; Mattinen, Jorma; Argay, G.; Kálmán, A.

In: Tetrahedron, Vol. 43, No. 20, 1987, p. 4731-4736.

Research output: Contribution to journalArticle

@article{385e6657841e4327a9111a7a03f9c1d3,
title = "Saturated heterocycles, 1371. Synthesis and steric structure of stereoisomeric 2-p-nitrophenylperhydroquinazolin-4-ones",
abstract = "Ethyl cis- and trans-2-aminocyclohexanecarboxylate (4) were used as starting material to prepare (r-4a, t-2,_t-8a)-, (r-4a, c-2,c-8a)- and (r-4a,t-2,c-8a)-2-p-nitrophenylperhydroquinazol-in-4-one and their 3-methyl-substituted derivatives in stereospecific or stereoselectlve syntheses. The relative configurations of the quinazolones were assigned via DNOE measurements. Crystal structure determinations of cis-7a and cis-8a were also performed by X-ray diffraction.",
author = "F. F{\"u}l{\"o}p and G. Bern{\'a}th and Kalevi Pihlaja and Jorma Mattinen and G. Argay and A. K{\'a}lm{\'a}n",
year = "1987",
doi = "10.1016/S0040-4020(01)86914-3",
language = "English",
volume = "43",
pages = "4731--4736",
journal = "Tetrahedron",
issn = "0040-4020",
publisher = "Elsevier Limited",
number = "20",

}

TY - JOUR

T1 - Saturated heterocycles, 1371. Synthesis and steric structure of stereoisomeric 2-p-nitrophenylperhydroquinazolin-4-ones

AU - Fülöp, F.

AU - Bernáth, G.

AU - Pihlaja, Kalevi

AU - Mattinen, Jorma

AU - Argay, G.

AU - Kálmán, A.

PY - 1987

Y1 - 1987

N2 - Ethyl cis- and trans-2-aminocyclohexanecarboxylate (4) were used as starting material to prepare (r-4a, t-2,_t-8a)-, (r-4a, c-2,c-8a)- and (r-4a,t-2,c-8a)-2-p-nitrophenylperhydroquinazol-in-4-one and their 3-methyl-substituted derivatives in stereospecific or stereoselectlve syntheses. The relative configurations of the quinazolones were assigned via DNOE measurements. Crystal structure determinations of cis-7a and cis-8a were also performed by X-ray diffraction.

AB - Ethyl cis- and trans-2-aminocyclohexanecarboxylate (4) were used as starting material to prepare (r-4a, t-2,_t-8a)-, (r-4a, c-2,c-8a)- and (r-4a,t-2,c-8a)-2-p-nitrophenylperhydroquinazol-in-4-one and their 3-methyl-substituted derivatives in stereospecific or stereoselectlve syntheses. The relative configurations of the quinazolones were assigned via DNOE measurements. Crystal structure determinations of cis-7a and cis-8a were also performed by X-ray diffraction.

UR - http://www.scopus.com/inward/record.url?scp=0011675550&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0011675550&partnerID=8YFLogxK

U2 - 10.1016/S0040-4020(01)86914-3

DO - 10.1016/S0040-4020(01)86914-3

M3 - Article

VL - 43

SP - 4731

EP - 4736

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 20

ER -