S-Methyl methanethiosulfonate → Methyldithio-n-methylcysteine

HRID 247805

반응식

HRID 247805 반응식
[CH3:1][NH:2][C@H:3]([C:6]([OH:8])=[O:7])[CH2:4][SH:5].[CH3:9][S:10][S:11](C)(=O)=O>O.C(O)C>[CH3:9][S:10][S:11][N:2]([CH3:1])[C@H:3]([C:6]([OH:8])=[O:7])[CH2:4][SH:5]

참가 물질

5

반응물 2

HCID 18064S-Methyl methanethiosulfonateHCID 452303N-Methyl-L-cysteine

생성물 1

HCID 87940560Methyldithio-n-methylcysteine수율 60%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매2회

실험 절차

A solution of N-methylcysteine (Undhein, K., & Eidem, A., 23 Acta Chem. Scandinavica 3129-3133 (1970) (1.5 g, 11.1 mmol) in H2O (20 ml) was stirred at room temperature, under an atmosphere of argon, and treated with a solution of methyl methanethiol sulfonate (3.0 ml, 29.2 mmol) in ethanol (10 ml). The reaction mixture was stirred at this temperature for two hours and then diluted with H2O (100 ml) and washed with ether (4×40 ml). The aqueous layer was acidified to pH 2 and passed through an Amberlite IRA 93 (--OH form) column. The column was washed with water and the effluent was collected and evaporated to dryness under reduced pressure to give a white solid (1.2g, 60%), mp 194°-5° C. NMR (D2O, TMS ext. standard): δ2.2(3H, s), 2.5(3H, s), 3.2(2H,d), 3.7(1H,q).

후처리

  1. washwashed with ether (4×40 ml)
  2. washThe column was washed with water
  3. customthe effluent was collected
  4. customevaporated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-bd757071dbd74ce7a99d6f4b2f934d57
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05208020

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