Synthesis of 2-C-methyl-D-erythritol 4-phosphate: The first pathway-specific intermediate in the methylerythritol phosphate route to isoprenoids

Citation
At. Koppisch et al., Synthesis of 2-C-methyl-D-erythritol 4-phosphate: The first pathway-specific intermediate in the methylerythritol phosphate route to isoprenoids, ORG LETT, 2(2), 2000, pp. 215-217
Citations number
27
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
2
Year of publication
2000
Pages
215 - 217
Database
ISI
SICI code
1523-7060(20000127)2:2<215:SO24TF>2.0.ZU;2-0
Abstract
2-C-Methyl-D-erythritol 4-phosphate (4), formed from 1-deoxy-D-xylulose 5-p hosphate (3), is the first pathway-specific intermediate in the methyleryth ritol phosphate route for the biosynthesis of isoprenoid compounds in bacte ria, algae, and plant chloroplasts. In this report, 4 was synthesized from 1,2 propanediol (7) in seven steps with an overall yield of 32% and in an e nantiomeric excess of 78%.