A Simple Preparation of 2,3,4,6-Tetra-O-acyl-Gluco-, Galacto- and Mannopyranoses and Relevant Theoretical Study
The deacylation of glucose, galactose and mannose pentaacetates, galactose and mannose penta(3-bromo)benzoates, as well as the dealkylation of 2,3,4,6-tetra-O-acetyl and 2,3,4,6-tetra-O-(3-bromo)benzoyl methyl α-D-glucopyranosides have been studied. In addition, a computational study on the deacylat...
| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
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MDPI AG
2010-01-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/15/1/374/ |
| _version_ | 1819035752797831168 |
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| author | Minghong Liu Yirong Mo Chiao-Lun Chiou Zerong Daniel Wang |
| author_facet | Minghong Liu Yirong Mo Chiao-Lun Chiou Zerong Daniel Wang |
| author_sort | Minghong Liu |
| collection | DOAJ |
| description | The deacylation of glucose, galactose and mannose pentaacetates, galactose and mannose penta(3-bromo)benzoates, as well as the dealkylation of 2,3,4,6-tetra-O-acetyl and 2,3,4,6-tetra-O-(3-bromo)benzoyl methyl α-D-glucopyranosides have been studied. In addition, a computational study on the deacylation of β-D-glucose pentaacetate has been carried out with density functional theory (B3LYP/6-31G*). The anomeric effect during deacetylation and dealkylation has been clearly demonstrated in both experimental and computational results. |
| first_indexed | 2024-12-21T07:54:38Z |
| format | Article |
| id | doaj.art-1908b672d10445f2b0c894f9a53ba6aa |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-21T07:54:38Z |
| publishDate | 2010-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-1908b672d10445f2b0c894f9a53ba6aa2022-12-21T19:10:59ZengMDPI AGMolecules1420-30492010-01-0115137438410.3390/molecules15010374A Simple Preparation of 2,3,4,6-Tetra-O-acyl-Gluco-, Galacto- and Mannopyranoses and Relevant Theoretical StudyMinghong LiuYirong MoChiao-Lun ChiouZerong Daniel WangThe deacylation of glucose, galactose and mannose pentaacetates, galactose and mannose penta(3-bromo)benzoates, as well as the dealkylation of 2,3,4,6-tetra-O-acetyl and 2,3,4,6-tetra-O-(3-bromo)benzoyl methyl α-D-glucopyranosides have been studied. In addition, a computational study on the deacylation of β-D-glucose pentaacetate has been carried out with density functional theory (B3LYP/6-31G*). The anomeric effect during deacetylation and dealkylation has been clearly demonstrated in both experimental and computational results.http://www.mdpi.com/1420-3049/15/1/374/deacetylationdealkylationanomeric effectdeacylationdensity functional theory |
| spellingShingle | Minghong Liu Yirong Mo Chiao-Lun Chiou Zerong Daniel Wang A Simple Preparation of 2,3,4,6-Tetra-O-acyl-Gluco-, Galacto- and Mannopyranoses and Relevant Theoretical Study Molecules deacetylation dealkylation anomeric effect deacylation density functional theory |
| title | A Simple Preparation of 2,3,4,6-Tetra-O-acyl-Gluco-, Galacto- and Mannopyranoses and Relevant Theoretical Study |
| title_full | A Simple Preparation of 2,3,4,6-Tetra-O-acyl-Gluco-, Galacto- and Mannopyranoses and Relevant Theoretical Study |
| title_fullStr | A Simple Preparation of 2,3,4,6-Tetra-O-acyl-Gluco-, Galacto- and Mannopyranoses and Relevant Theoretical Study |
| title_full_unstemmed | A Simple Preparation of 2,3,4,6-Tetra-O-acyl-Gluco-, Galacto- and Mannopyranoses and Relevant Theoretical Study |
| title_short | A Simple Preparation of 2,3,4,6-Tetra-O-acyl-Gluco-, Galacto- and Mannopyranoses and Relevant Theoretical Study |
| title_sort | simple preparation of 2 3 4 6 tetra o acyl gluco galacto and mannopyranoses and relevant theoretical study |
| topic | deacetylation dealkylation anomeric effect deacylation density functional theory |
| url | http://www.mdpi.com/1420-3049/15/1/374/ |
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