Methanol → s-Glycerylcysteine

HRID 876097

Reaktionsgleichung

Reaktionsgleichung von HRID 876097
C(N(CC)CC)C.Cl.[NH2:9][C@H:10]([C:13]([OH:15])=[O:14])[CH2:11][SH:12].Br[CH2:17][CH:18]([OH:21])[CH2:19][OH:20].CO>O.CC(C)=O>[OH:21][CH:18]([CH2:19][OH:20])[CH2:17][S:12][CH2:11][C@@H:10]([C:13]([OH:15])=[O:14])[NH2:9]

Komponenten

7

Versuchsvorschrift

Triethylamine (6 g, 8.2 ml, 58 mmoles) was added to L-cysteine hydrochloride (3 g, 19 mmole) and 3-bromo-propan-1,2-diol (4.2 g, 2.36 ml, 27 mmole) in water and the homogeneous solution kept at room temperature for 3 days. The solution was reduced in vacuo at 40° C. to a white residue which was boiled with methanol (100 ml), centrifuged and the residue dissolved in water (5 ml). This aqueous solution was added to acetone (300 ml) and the precipitate isolated by centrifugation. The precipitate was purified by several precipitations from water with acetone to give S-(2,3-dihydroxypropyl)cysteine as a white amorphous powder (2.4 g, 12.3 mmol, 64.7%).

Aufarbeitung

  1. customwas reduced in vacuo at 40° C. to a white residue which
  2. customthe precipitate isolated by centrifugation
  3. customThe precipitate was purified by several precipitations from water with acetone

Quellen und Nachweise

ORD-Eintrag
ord-8abb0f3045ab46498ee78a8d015f1766
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08986700B2

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