반응 #963279

ord-8abb0f3045ab46498ee78a8d015f1766

반응 방정식

CCN(CC)CC
Triethylamine
Cl.N[C@@H](CS)C(=O)O
L-cysteine hydrochloride
OCC(O)CBr
3-bromo-propan-1,2-diol
CO
methanol
N[C@@H](CSCC(O)CO)C(=O)O
S-(2,3-dihydroxypropyl)cysteine

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

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

실험 절차

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%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08986700B2uspto-grants-2015_03