Synthesis of Substituted 1-\C-Phenyl-D-Tetritols and 1-C-(1H-Pyrazol-4-yl)-D-tetritols by Ring Transformation of 2-Formylglycals 1 1
2-Formylglycals 1a,b reacted with dialkyl 3-oxoglutarates in the presence of base to furnish the 5-[(1R,2R(S),3R)-1,2,4-tris(benzyloxy)-3-hydroxy-butyl]-2-hydroxy- isophthal ic acid dialkyl esters 2a-d. Treatment of 1a,b with hydrazine derivatives afforded the substituted 1,2,4-tri-O-benzyl-1C-(1H-p...
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| Published in: | Journal of carbohydrate chemistry Vol. 23; no. 5; pp. 313 - 324 |
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| Main Authors: | , , , , , |
| Format: | Journal Article |
| Language: | English |
| Published: |
01-12-2004
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| Online Access: | Get full text |
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| Summary: | 2-Formylglycals 1a,b reacted with dialkyl 3-oxoglutarates in the presence of base to furnish the 5-[(1R,2R(S),3R)-1,2,4-tris(benzyloxy)-3-hydroxy-butyl]-2-hydroxy- isophthal ic acid dialkyl esters 2a-d. Treatment of 1a,b with hydrazine derivatives afforded the substituted 1,2,4-tri-O-benzyl-1C-(1H-pyrazol-4-yl)-D-tetritols 5a-d. Deprotection of 5a,b was achieved with Pd/H2 to yield the 1C-(1-methyl-1H-pyrazol-4-yl)-D-tetritols 6a,b. |
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| Bibliography: | ObjectType-Article-2 SourceType-Scholarly Journals-1 content type line 23 ObjectType-Feature-1 |
| ISSN: | 0732-8303 |
| DOI: | 10.1081/CAR-200035732 |