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

HRID 989995

반응식

HRID 989995 반응식
[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]

참가 물질

4

반응물 2

HCID 751GlyceraldehydeHCID 11214019(Benzyloxycarbonylmethyl)triphenylphosphonium bromide

생성물 1

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

시약·촉매·용매 1

HCID 78341,2-Epoxybutane용매

실험 절차

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%

후처리

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

출처 및 근거

ORD 기록
ord-bf93b888e5ab4bcd9be5e6dda82bab73
출처 데이터셋
uspto-grants-2002_10
특허 번호
US06458772B1

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