2-(Trimethylsilyl)ethyl Glycosides. Transformation into the Corresponding. 1-O-Acyl Sugars
(1993) In Acta Chemica Scandinavica 47(8). p.826-828- Abstract
- (Trimethylsilyl)ethyl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside and (trimethylsilyl)ethyl 2,3,6-tri-O-acetyl-4-O-(2,3,6-tri-O-acetyl-4-O-[2-acetamido-4,6-di-O-ace tyl-2- deoxy-3-O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-beta-D- galactopyranosyl]-beta-D-galactopyranosyl)-beta-D-glucopyranoside have been transformed in high yield into the corresponding 1-O-beta-acyl saccharides by treatment with various carboxylic anhydrides in the presence of boron trifluoride-diethyl ether in toluene. The carboxylic anhydrides (4-pentenoic, 2-cyclopentenylacetic, 2,4-dimethoxy-benzoic, and 2-methoxybenzoic anhydride) were synthesized from the corresponding carboxylic acids by treatment with N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic... (More)
- (Trimethylsilyl)ethyl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside and (trimethylsilyl)ethyl 2,3,6-tri-O-acetyl-4-O-(2,3,6-tri-O-acetyl-4-O-[2-acetamido-4,6-di-O-ace tyl-2- deoxy-3-O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-beta-D- galactopyranosyl]-beta-D-galactopyranosyl)-beta-D-glucopyranoside have been transformed in high yield into the corresponding 1-O-beta-acyl saccharides by treatment with various carboxylic anhydrides in the presence of boron trifluoride-diethyl ether in toluene. The carboxylic anhydrides (4-pentenoic, 2-cyclopentenylacetic, 2,4-dimethoxy-benzoic, and 2-methoxybenzoic anhydride) were synthesized from the corresponding carboxylic acids by treatment with N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride. (Less)
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/76a1e625-e67d-48e1-8512-365aea43881e
- author
- Ellervik, Ulf LU and Magnusson, Göran LU
- organization
- publishing date
- 1993
- type
- Contribution to journal
- publication status
- published
- subject
- in
- Acta Chemica Scandinavica
- volume
- 47
- issue
- 8
- pages
- 826 - 828
- publisher
- Munksgaard Forlag
- external identifiers
-
- scopus:0027652243
- ISSN
- 0904-213X
- DOI
- 10.3891/acta.chem.scand.47-0826
- language
- English
- LU publication?
- yes
- id
- 76a1e625-e67d-48e1-8512-365aea43881e
- date added to LUP
- 2023-08-10 15:06:44
- date last changed
- 2024-01-05 04:06:27
@article{76a1e625-e67d-48e1-8512-365aea43881e, abstract = {{(Trimethylsilyl)ethyl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside and (trimethylsilyl)ethyl 2,3,6-tri-O-acetyl-4-O-(2,3,6-tri-O-acetyl-4-O-[2-acetamido-4,6-di-O-ace tyl-2- deoxy-3-O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-beta-D- galactopyranosyl]-beta-D-galactopyranosyl)-beta-D-glucopyranoside have been transformed in high yield into the corresponding 1-O-beta-acyl saccharides by treatment with various carboxylic anhydrides in the presence of boron trifluoride-diethyl ether in toluene. The carboxylic anhydrides (4-pentenoic, 2-cyclopentenylacetic, 2,4-dimethoxy-benzoic, and 2-methoxybenzoic anhydride) were synthesized from the corresponding carboxylic acids by treatment with N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride.}}, author = {{Ellervik, Ulf and Magnusson, Göran}}, issn = {{0904-213X}}, language = {{eng}}, number = {{8}}, pages = {{826--828}}, publisher = {{Munksgaard Forlag}}, series = {{Acta Chemica Scandinavica}}, title = {{2-(Trimethylsilyl)ethyl Glycosides. Transformation into the Corresponding. 1-O-Acyl Sugars}}, url = {{http://dx.doi.org/10.3891/acta.chem.scand.47-0826}}, doi = {{10.3891/acta.chem.scand.47-0826}}, volume = {{47}}, year = {{1993}}, }