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

HRID 1790815

Reaktionsgleichung

Reaktionsgleichung von HRID 1790815
[CH2:1]([OH:6])[CH:2]([OH:5])[CH:3]=O.[Br-].[CH2:8]([O:15][C:16]([CH2:18][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=[O:17])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>O1C(CC)C1>[OH:5][CH:2]([CH2:1][OH:6])[CH:3]=[CH:18][C:16]([O:15][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:17]

Komponenten

4

Edukt 2

HCID 751GlyceraldehydeHCID 11214019(Benzyloxycarbonylmethyl)triphenylphosphonium bromide

Produkt 1

HCID 54529065Benzyl 4,5-dihydroxy-2-pentenoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 78341,2-EpoxybutaneLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  1. temperaturewas refluxed overnight
  2. customThe mixture was evaporated under vacuum
  3. customthe product was isolated by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-af17f8c318544e7da024f3bc7e2d6950
Quelldatensatz
uspto-grants-2006_07
Patentnummer
US07071173B2

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