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(1S,3S,4S)-tert-Butyl N-[1-benzyl-3-hydr­oxy-5-phenyl-4-(picolinamido)pent­yl]carbamate

The title compound, C(29)H(35)N(3)O(4), was obtained by the reaction of (2S,4S,5S)-tert-butyl N-(4-amino-1-benzyl-3-hydr­oxy-5-phenyl­pent­yl)carbamate and picolinic acid using oxalyl chloride as a chlorinating reagent to activate the carboxyl group. In the crystal structure there are two mol­ecules...

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Detalles Bibliográficos
Autores principales: Zheng, Jian-Feng, Huang, Su-Yu, Guo, Jian-Nan, Zhang, Yu, Jin, Li-Ren
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961835/
https://www.ncbi.nlm.nih.gov/pubmed/21202980
http://dx.doi.org/10.1107/S1600536808018965
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author Zheng, Jian-Feng
Huang, Su-Yu
Guo, Jian-Nan
Zhang, Yu
Jin, Li-Ren
author_facet Zheng, Jian-Feng
Huang, Su-Yu
Guo, Jian-Nan
Zhang, Yu
Jin, Li-Ren
author_sort Zheng, Jian-Feng
collection PubMed
description The title compound, C(29)H(35)N(3)O(4), was obtained by the reaction of (2S,4S,5S)-tert-butyl N-(4-amino-1-benzyl-3-hydr­oxy-5-phenyl­pent­yl)carbamate and picolinic acid using oxalyl chloride as a chlorinating reagent to activate the carboxyl group. In the crystal structure there are two mol­ecules in the asymmetric unit, which are aligned edge-to-face. In one mol­ecule, the pyridyl ring forms a dihedral angle of 22.0 (1)° with the phenyl ring of the terminal benzyl group and 14.3 (1)° with the other phenyl ring; in the other mol­ecule, the corresponding angles are 12.1 (1) and 10.6 (1)°, respectively. The packing is stabilized by inter­molecular hydrogen bonds and C—H⋯π inter­actions.
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spelling pubmed-29618352010-12-30 (1S,3S,4S)-tert-Butyl N-[1-benzyl-3-hydr­oxy-5-phenyl-4-(picolinamido)pent­yl]carbamate Zheng, Jian-Feng Huang, Su-Yu Guo, Jian-Nan Zhang, Yu Jin, Li-Ren Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(29)H(35)N(3)O(4), was obtained by the reaction of (2S,4S,5S)-tert-butyl N-(4-amino-1-benzyl-3-hydr­oxy-5-phenyl­pent­yl)carbamate and picolinic acid using oxalyl chloride as a chlorinating reagent to activate the carboxyl group. In the crystal structure there are two mol­ecules in the asymmetric unit, which are aligned edge-to-face. In one mol­ecule, the pyridyl ring forms a dihedral angle of 22.0 (1)° with the phenyl ring of the terminal benzyl group and 14.3 (1)° with the other phenyl ring; in the other mol­ecule, the corresponding angles are 12.1 (1) and 10.6 (1)°, respectively. The packing is stabilized by inter­molecular hydrogen bonds and C—H⋯π inter­actions. International Union of Crystallography 2008-06-28 /pmc/articles/PMC2961835/ /pubmed/21202980 http://dx.doi.org/10.1107/S1600536808018965 Text en © Zheng et al. 2008 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Zheng, Jian-Feng
Huang, Su-Yu
Guo, Jian-Nan
Zhang, Yu
Jin, Li-Ren
(1S,3S,4S)-tert-Butyl N-[1-benzyl-3-hydr­oxy-5-phenyl-4-(picolinamido)pent­yl]carbamate
title (1S,3S,4S)-tert-Butyl N-[1-benzyl-3-hydr­oxy-5-phenyl-4-(picolinamido)pent­yl]carbamate
title_full (1S,3S,4S)-tert-Butyl N-[1-benzyl-3-hydr­oxy-5-phenyl-4-(picolinamido)pent­yl]carbamate
title_fullStr (1S,3S,4S)-tert-Butyl N-[1-benzyl-3-hydr­oxy-5-phenyl-4-(picolinamido)pent­yl]carbamate
title_full_unstemmed (1S,3S,4S)-tert-Butyl N-[1-benzyl-3-hydr­oxy-5-phenyl-4-(picolinamido)pent­yl]carbamate
title_short (1S,3S,4S)-tert-Butyl N-[1-benzyl-3-hydr­oxy-5-phenyl-4-(picolinamido)pent­yl]carbamate
title_sort (1s,3s,4s)-tert-butyl n-[1-benzyl-3-hydr­oxy-5-phenyl-4-(picolinamido)pent­yl]carbamate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961835/
https://www.ncbi.nlm.nih.gov/pubmed/21202980
http://dx.doi.org/10.1107/S1600536808018965
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