cis-(9S,10S)-Methyl 1-propyl-1,2,3,4-tetra­hydro-β-carboline-3-carboxyl­ate

The title compound, C(16)H(20)N(2)O(2), was synthesized from (S)-tryptophan methyl ester hydro­chloride and butyraldehyde. The absolute configuration 9S,10S was assigned on the basis of the unchanging chirality of the C9 centre. The NH group of the indole ring is involved in inter­molecular N—H⋯O hy...

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Detalles Bibliográficos
Autores principales: Alam, Samina, Hasan, Mashooda, Saeed, Sadaf, Fischer, Andreas, Khan, Naeema
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960416/
https://www.ncbi.nlm.nih.gov/pubmed/21201393
http://dx.doi.org/10.1107/S1600536807066020
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author Alam, Samina
Hasan, Mashooda
Saeed, Sadaf
Fischer, Andreas
Khan, Naeema
author_facet Alam, Samina
Hasan, Mashooda
Saeed, Sadaf
Fischer, Andreas
Khan, Naeema
author_sort Alam, Samina
collection PubMed
description The title compound, C(16)H(20)N(2)O(2), was synthesized from (S)-tryptophan methyl ester hydro­chloride and butyraldehyde. The absolute configuration 9S,10S was assigned on the basis of the unchanging chirality of the C9 centre. The NH group of the indole ring is involved in inter­molecular N—H⋯O hydrogen bonding, while the NH group of the six-membered ring is not. This latter ring has a half-chair conformation.
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spelling pubmed-29604162010-12-30 cis-(9S,10S)-Methyl 1-propyl-1,2,3,4-tetra­hydro-β-carboline-3-carboxyl­ate Alam, Samina Hasan, Mashooda Saeed, Sadaf Fischer, Andreas Khan, Naeema Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(16)H(20)N(2)O(2), was synthesized from (S)-tryptophan methyl ester hydro­chloride and butyraldehyde. The absolute configuration 9S,10S was assigned on the basis of the unchanging chirality of the C9 centre. The NH group of the indole ring is involved in inter­molecular N—H⋯O hydrogen bonding, while the NH group of the six-membered ring is not. This latter ring has a half-chair conformation. International Union of Crystallography 2008-01-04 /pmc/articles/PMC2960416/ /pubmed/21201393 http://dx.doi.org/10.1107/S1600536807066020 Text en © International Union of Crystallography 2008 http://journals.iucr.org/services/termsofuse.html This is an open-access article distributed under the terms described at http://journals.iucr.org/services/termsofuse.html.
spellingShingle Organic Papers
Alam, Samina
Hasan, Mashooda
Saeed, Sadaf
Fischer, Andreas
Khan, Naeema
cis-(9S,10S)-Methyl 1-propyl-1,2,3,4-tetra­hydro-β-carboline-3-carboxyl­ate
title cis-(9S,10S)-Methyl 1-propyl-1,2,3,4-tetra­hydro-β-carboline-3-carboxyl­ate
title_full cis-(9S,10S)-Methyl 1-propyl-1,2,3,4-tetra­hydro-β-carboline-3-carboxyl­ate
title_fullStr cis-(9S,10S)-Methyl 1-propyl-1,2,3,4-tetra­hydro-β-carboline-3-carboxyl­ate
title_full_unstemmed cis-(9S,10S)-Methyl 1-propyl-1,2,3,4-tetra­hydro-β-carboline-3-carboxyl­ate
title_short cis-(9S,10S)-Methyl 1-propyl-1,2,3,4-tetra­hydro-β-carboline-3-carboxyl­ate
title_sort cis-(9s,10s)-methyl 1-propyl-1,2,3,4-tetra­hydro-β-carboline-3-carboxyl­ate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960416/
https://www.ncbi.nlm.nih.gov/pubmed/21201393
http://dx.doi.org/10.1107/S1600536807066020
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AT fischerandreas cis9s10smethyl1propyl1234tetrahydrobcarboline3carboxylate
AT khannaeema cis9s10smethyl1propyl1234tetrahydrobcarboline3carboxylate

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