Methanol → s-Glycerylcysteine

HRID 1172011

Reaktionsgleichung

Reaktionsgleichung von HRID 1172011
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-5620671e92424de6be402148bdb387a6
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07833532B2

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