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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 989995Generated: October 26, 2026

Glyceraldehyde → Benzyl 4,5-dihydroxy-2-pentenoate

https://huagongshe.com/reaction/989995

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGlyceraldehydeHCID 751—
Reactant(Benzyloxycarbonylmethyl)triphenylphosphonium bromideHCID 11214019—
Solvent1,2-EpoxybutaneHCID 7834—
ProductBenzyl 4,5-dihydroxy-2-pentenoateHCID 54529065—

Reaction Steps

A mixture of DL-glycerinaldehyde (4.5 g, 50 mmole) and (benzyloxycarbonylmethyl)-triphenyl-phosphoniumbromide (24.57 g, 50 mmole) in 100 ml 1,2-epoxybutane was refluxed overnight. The mixture was evaporated under vacuum and the product was isolated by silica gel column chromatography. Yield: 8 g=71%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06458772B1
Source datasetuspto-grants-2002_10
ORD IDord-bf93b888e5ab4bcd9be5e6dda82bab73
Source noteuspto-grants-2002_10