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Citation
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HERO ID
1351556
Reference Type
Journal Article
Title
AN IMPROVED SYNTHESIS OF DIHYDROXYACETONE PHOSPHATE
Author(s)
Pederson, RL; Esker, J; Wong, CH
Year
1991
Is Peer Reviewed?
1
Journal
Tetrahedron
ISSN:
0040-4020
Publisher
Elsevier
Book Title
Tetrahedron
Volume
47
Issue
14-15
Page Numbers
2643-2648
DOI
10.1016/S0040-4020(01)81796-8
Web of Science Id
WOS:A1991FB16500025
URL
https://linkinghub.elsevier.com/retrieve/pii/S0040402001817968
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Abstract
Abstract: An improved procedure has been developed for the synthesis of dihydroxyacetone phosphate (DHAP). Reaction of 2,5-diethoxy-p-dioxane-2,5-dimethanol (1) and the trivalent phosphorylating reagent dibenzyl-N,N-diethylphosphoramidite (DDP) in the presence of 1,2,4-triazole or tetrazole followed by oxidation with H2O2 gave 2,5-diethoxy-p-dioxane-2,5-dimethanol-O-21-O-51- bis(phosphate) tetrabenzyl ester (2) in 98% yield. Compound 2 was then hydrogenated in the presence of H2-Pd/C to give, after neutralization, 2,5-diethoxy-p-dioxane-2,5-dimethanol-O-21-O-51-bis(phosphate) as a stable trisodium salt (3) in 84% yield. Treatment of 3 with Dowex 50 (H+) generates 2 equivalents of DHAP. e field[29]: 1,4-Dioxane
Tags
IRIS
•
Arsenic (Inorganic)
1. Literature
Web of Science
•
Inorganic Arsenic (7440-38-2) [Final 2025]
1. Initial Lit Search
WOS
4. Considered through Oct 2015
6. Cluster Filter through Oct 2015
OPPT REs
•
OPPT_1,4-Dioxane_D. Exposure
Total – title/abstract screening
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