S-Methyl methanethiosulfonate → Methyldithio-n-methylcysteine

HRID 36576ノート

反応式

HRID 36576 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

HCID 87940560Methyldithio-n-methylcysteine収率 60%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒2 回

実験手順

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 (1.2 g, 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).

後処理

  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

出典と根拠

ORDレコード
ord-69d0f9e862dd4e34b93ee2b8ecbc927f
出典データセット
uspto-grants-1995_05
特許番号
US05416064

反応ノート

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