Sodium Hydroxide → HCID 57246922、化合物

HRID 565247ノート

反応式

HRID 565247 の反応式
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][N:8]1[C@@H:11]([CH3:12])[C@@H:10]([CH2:13][CH2:14][CH2:15][C:16]2[S:17][CH:18]=[CH:19][CH:20]=2)[C:9]1=[O:21].[OH-:22].[Na+]>O1CCOCC1>[S:17]1[CH:18]=[CH:19][CH:20]=[C:16]1[CH2:15][CH2:14][CH2:13][C@H:10]([C@@H:11]([NH:8][O:7][CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6][O:1]1)[CH3:12])[C:9]([OH:21])=[O:22]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 70237882HCID 70237882、化合物

生成物 1

HCID 57246922HCID 57246922、化合物収率 94%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
23 °C

実験手順

To a solution of (3R,4S)-1-(2-tetrahydropyranyloxy)-3-(3-(thiophene-2-yl)-1-propyl)-4-methylazetidin-2-one (91 mg, 0.295 mmol) in dioxane (1 mL) is added 1 M aqueous sodium hydroxide (0.44 mL). The solution is stirred at 23° C. for 18 h, then extracted with hexanes (10 mL). The aqueous layer is acidified to pH=3 with saturated aqueous sodium bisulfate solution, and is extracted with two 20 mL portions of ethyl acetate. The combined organics are washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to provide (2R,3S)-2-(3-(thiophene-2-yl)-1-propyl)-3-(2-tetrahydropyranyloxyamino)butanoic acid as an oil (91 mg, 94% yield).

後処理

  1. extractionextracted with hexanes (10 mL)
  2. extractionis extracted with two 20 mL portions of ethyl acetate
  3. washThe combined organics are washed with saturated aqueous sodium chloride
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-063d4d65673845e38409db17c0fdf108
出典データセット
uspto-grants-2001_01
特許番号
US06172064B2

反応ノート

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