Application of the hydrogenphosphonate approach in the synthesis of glycosyl phosphosugars linked through secondary hydroxyl groups Full article
Journal |
Carbohydrate Research
ISSN: 1873-426X , E-ISSN: 0008-6215 |
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Output data | Year: 1990, Volume: 204, Pages: 65-78 Pages count : 14 DOI: 10.1016/0008-6215(90)84021-l | ||
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Abstract:
The hydrogenphosphonate approach has been used in syntheses of methyl α-d-mannopyranoside 2-, 3-, and 4-(α-d-mannopyranosyl phosphate), benzyl β-d-galactopyranoside 2-(α-d-mannopyranosyl phosphate), and methyl β-d-galactopyranoside 4-(α-d-mannopyranosyl phosphate). Condensation of 2,3,4,6-tetra-O-benzyl- or 2,3,4,6-tetra-O-benzoyl-α-d-mannopyranosyl hydrogenphosphonate with suitable, partially acylated monohydroxy derivatives in the presence of Me3CCOCl, followed by oxidation of the resulting hydrogenphosphonate diesters with iodine, gave the O-protected phosphate diesters in yields of 67–87%. Deprotection then gave the glycosyl phosphosugars.
Cite:
Nikolaev A.V.
, Ivanova I.A.
, Shibaev V.N.
, Kochetkov N.K.
Application of the hydrogenphosphonate approach in the synthesis of glycosyl phosphosugars linked through secondary hydroxyl groups
Carbohydrate Research. 1990. V.204. P.65-78. DOI: 10.1016/0008-6215(90)84021-l OpenAlex
Application of the hydrogenphosphonate approach in the synthesis of glycosyl phosphosugars linked through secondary hydroxyl groups
Carbohydrate Research. 1990. V.204. P.65-78. DOI: 10.1016/0008-6215(90)84021-l OpenAlex
Identifiers:
OpenAlex: | W2079526337 |
Citing:
DB | Citing |
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OpenAlex | 37 |