4-Methoxybenzenesulfonyl chloride → 1-[(4-Methoxyphenyl)sulfonyl]-D-proline

HRID 264290

反応式

HRID 264290 の反応式
[NH:1]1[CH2:8][CH2:7][CH2:6][C@@H:2]1[C:3]([OH:5])=[O:4].C(N(CC)CC)C.[CH3:16][O:17][C:18]1[CH:23]=[CH:22][C:21]([S:24](Cl)(=[O:26])=[O:25])=[CH:20][CH:19]=1>C(Cl)Cl>[CH3:16][O:17][C:18]1[CH:19]=[CH:20][C:21]([S:24]([N:1]2[CH2:8][CH2:7][CH2:6][C@@H:2]2[C:3]([OH:5])=[O:4])(=[O:26])=[O:25])=[CH:22][CH:23]=1

参加物

5

反応物 3

HCID 74014-Methoxybenzenesulfonyl chlorideHCID 8471TriethylamineHCID 8988D-Proline

生成物 1

HCID 7449021-[(4-Methoxyphenyl)sulfonyl]-D-proline

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

(D)-proline (0.78 g, 6.77 mmol) is suspended in methylene chloride (25.0 mL). To this solution is added triethylamine (1.13 mL, 8.12 mmol) and 4-methoxybenzenesulfonyl chloride (1.4 g, 6.77 mmol), and the reaction is stirred at room temperature for two days. The reaction is then diluted with methylene chloride and washed successively with 1N hydrochloric acid, water, and brine. The organic phase is dried (MgSO4), and the solvent is evaporated. The product is purified by silica gel chromatography (10% methanol/ethyl acetate) to give 1-[4-methoxybenzenesulfonyl]-pyrrolidine-2(R)-carboxylic acid.

後処理

  1. washwashed successively with 1N hydrochloric acid, water, and brine
  2. dry with materialThe organic phase is dried (MgSO4)
  3. customthe solvent is evaporated
  4. customThe product is purified by silica gel chromatography (10% methanol/ethyl acetate)

出典と根拠

ORDレコード
ord-f54f586025c04cceb28d30155010910e
出典データセット
uspto-grants-1997_07
特許番号
US05646167

関連ノート

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