6-[Bis(ethoxycarbonyl)methyl]-6-deoxy-1,2;3,4-di-O-isopropylidene-d-galactopyranose

6-[Bis(ethoxycarbonyl)methyl]-6-deoxy-1,2;3,4-di-O-isopropylidene-d-galactopyranose

The title compound, C19H30O9, was prepared by substitution at the C6 position in 1,2;3,4-di-O-isopropylidene-6-O-trifluoromethanesulfonyl-d-galactose using sodium ethoxymalonate in dimethylformamide. The conformation is skew-boat 0S2, slightly distorted towards boat B2,5. The inflexible pyranose str...

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Main Authors: Victor N. Nemykin, Paulo R. da Silva, Bogdan Doboszewski, Alexander Y. Nazarenko
Format: Article
Language:English
Published: International Union of Crystallography 2010-12-01
Series:Acta Crystallographica Section E
Online Access:http://scripts.iucr.org/cgi-bin/paper?S1600536810046921
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spelling doaj-aca06abe53b74243aa4be773dc8dea5f2020-11-24T21:32:47ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682010-12-016612o3217o321810.1107/S16005368100469216-[Bis(ethoxycarbonyl)methyl]-6-deoxy-1,2;3,4-di-O-isopropylidene-d-galactopyranoseVictor N. NemykinPaulo R. da SilvaBogdan DoboszewskiAlexander Y. NazarenkoThe title compound, C19H30O9, was prepared by substitution at the C6 position in 1,2;3,4-di-O-isopropylidene-6-O-trifluoromethanesulfonyl-d-galactose using sodium ethoxymalonate in dimethylformamide. The conformation is skew-boat 0S2, slightly distorted towards boat B2,5. The inflexible pyranose structure makes the title compound a suitable intermediate for further synthetic work by keeping stereogenic carbon atoms safe from inversion. Several short intramolecular C—H... O contacts may stabilize the conformation of the molecule. Intermolecular C—H...O interactions also occur. http://scripts.iucr.org/cgi-bin/paper?S1600536810046921
collection DOAJ
language English
format Article
sources DOAJ
author Victor N. Nemykin
Paulo R. da Silva
Bogdan Doboszewski
Alexander Y. Nazarenko
spellingShingle Victor N. Nemykin
Paulo R. da Silva
Bogdan Doboszewski
Alexander Y. Nazarenko
6-[Bis(ethoxycarbonyl)methyl]-6-deoxy-1,2;3,4-di-O-isopropylidene-d-galactopyranose
Acta Crystallographica Section E
author_facet Victor N. Nemykin
Paulo R. da Silva
Bogdan Doboszewski
Alexander Y. Nazarenko
author_sort Victor N. Nemykin
title 6-[Bis(ethoxycarbonyl)methyl]-6-deoxy-1,2;3,4-di-O-isopropylidene-d-galactopyranose
title_short 6-[Bis(ethoxycarbonyl)methyl]-6-deoxy-1,2;3,4-di-O-isopropylidene-d-galactopyranose
title_full 6-[Bis(ethoxycarbonyl)methyl]-6-deoxy-1,2;3,4-di-O-isopropylidene-d-galactopyranose
title_fullStr 6-[Bis(ethoxycarbonyl)methyl]-6-deoxy-1,2;3,4-di-O-isopropylidene-d-galactopyranose
title_full_unstemmed 6-[Bis(ethoxycarbonyl)methyl]-6-deoxy-1,2;3,4-di-O-isopropylidene-d-galactopyranose
title_sort 6-[bis(ethoxycarbonyl)methyl]-6-deoxy-1,2;3,4-di-o-isopropylidene-d-galactopyranose
publisher International Union of Crystallography
series Acta Crystallographica Section E
issn 1600-5368
publishDate 2010-12-01
description The title compound, C19H30O9, was prepared by substitution at the C6 position in 1,2;3,4-di-O-isopropylidene-6-O-trifluoromethanesulfonyl-d-galactose using sodium ethoxymalonate in dimethylformamide. The conformation is skew-boat 0S2, slightly distorted towards boat B2,5. The inflexible pyranose structure makes the title compound a suitable intermediate for further synthetic work by keeping stereogenic carbon atoms safe from inversion. Several short intramolecular C—H... O contacts may stabilize the conformation of the molecule. Intermolecular C—H...O interactions also occur.
url http://scripts.iucr.org/cgi-bin/paper?S1600536810046921
work_keys_str_mv AT victornnemykin 6bisethoxycarbonylmethyl6deoxy1234dioisopropylidenedgalactopyranose
AT paulordasilva 6bisethoxycarbonylmethyl6deoxy1234dioisopropylidenedgalactopyranose
AT bogdandoboszewski 6bisethoxycarbonylmethyl6deoxy1234dioisopropylidenedgalactopyranose
AT alexanderynazarenko 6bisethoxycarbonylmethyl6deoxy1234dioisopropylidenedgalactopyranose
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