Methanol → methyl (3R)-3,4-dihydroxybutanoate

HRID 1673128Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1673128
[OH:1][C@H:2]([CH2:7][C:8]([O:10][CH3:11])=[O:9])[C:3](OC)=[O:4].S(C)C.[BH4-].[Na+].CO>C1COCC1>[OH:1][C@@H:2]([CH2:3][OH:4])[CH2:7][C:8]([O:10][CH3:11])=[O:9]

Komponenten

6

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

To a solution of (R)-dimethyl 2-hydroxysuccinate (140 g, 0.86 mol) in THF (1400 mL) was added dropwise Me2S.BH3 (86 mL, 10 M) at 20° C. over 30 min. The mixture was stirred at 20° C. for 30 min. NaBH4 (1.63 g, 42.9 mmol) was added at 10° C. and stirred at 10° C. for 30 min. The mixture was warmed to room temperature and stirred for 1 h. CH3OH (200 mL) was slowly added to the mixture while cooling in an ice-water bath. The resulting mixture was evaporated to give (R)-methyl 3,4-dihydroxybutanoate (130 g, crude).

Aufarbeitung

  1. stirringstirred at 10° C. for 30 min
  2. temperatureThe mixture was warmed to room temperature
  3. stirringstirred for 1 h
  4. temperaturewhile cooling in an ice-water bath
  5. customThe resulting mixture was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-ef0788dbe15f4a0cbb58ed1097635972
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US07999113B2

Notizen zur Reaktion

Wird geladen…