4-Methyloxybenzyl chloride → HCID 15170715、化合物

HRID 486880

反応式

HRID 486880 の反応式
[SH:1][C:2]([CH3:13])([CH3:12])[C:3]([NH:5][C@H:6]([C:9]([OH:11])=[O:10])[CH2:7][SH:8])=[O:4].[CH3:14][O:15][C:16]1[CH:23]=[CH:22][C:19]([CH2:20]Cl)=[CH:18][CH:17]=1>C(O)C.[OH-].[Na+]>[CH3:14][O:15][C:16]1[CH:23]=[CH:22][C:19]([CH2:20][S:8][CH2:7][C@@H:6]([C:9]([OH:11])=[O:10])[NH:5][C:3](=[O:4])[C:2]([S:1][CH2:20][C:19]2[CH:22]=[CH:23][C:16]([O:15][CH3:14])=[CH:17][CH:18]=2)([CH3:13])[CH3:12])=[CH:18][CH:17]=1

参加物

5

反応物 2

HCID 699934-Methyloxybenzyl chlorideHCID 656604Bucillamine

生成物 1

HCID 15170715HCID 15170715、化合物収率 67%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

To a stirred solution of N-(2-mercapto-2-methylpropionyl)-L-cysteine (2.0 g) in ethanol(10 ml), 4N sodium hydroxide solution(7.7 ml) and paramethoxybenzyl chloride(3.0 ml) were added dropwise under ice-cooling and under nitrogen atomosphere. After the addition, the reaction mixture was stirred for 2 hours under ice-cooling and 2 hours at room temperature. The reaction mixture was concentrated in vacuo, acidified with 2N hydrochloric acid and extracted with ether. The organic layer was washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate and concentrated in vacuo to give crystals. The crystals were recrystallized with ether to give 2.8 g(67%) of the titled compound.

後処理

  1. temperaturecooling and under nitrogen atomosphere
  2. additionAfter the addition
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. extractionextracted with ether
  5. washThe organic layer was washed with saturated sodium chloride solution
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated in vacuo
  8. customto give crystals
  9. customThe crystals were recrystallized with ether

出典と根拠

ORDレコード
ord-8fb0a75d47eb4fcebc445aca55739003
出典データセット
uspto-grants-1994_03
特許番号
US05292926

関連ノート

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