Sodium Hydroxide → HCID 67706874、化合物

HRID 266284ノート

反応式

HRID 266284 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C@@H:12]([CH2:27][O:28][CH:29]2[CH2:34][CH2:33][CH2:32][CH2:31][O:30]2)[C:13]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]([O:24]CC)=[O:23])=[CH:18][CH:17]=2)=[O:14])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)C>[C:22]([C:19]1[CH:20]=[CH:21][C:16]([NH:15][C:13](=[O:14])[C@@H:12]([NH:11][S:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)(=[O:10])=[O:9])[CH2:27][O:28][CH:29]2[CH2:34][CH2:33][CH2:32][CH2:31][O:30]2)=[CH:17][CH:18]=1)([OH:24])=[O:23]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 67706751HCID 67706751、化合物

生成物 1

HCID 67706874HCID 67706874、化合物収率 77.8%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of (S)-2-(4-chlorobenzenesulfonylamino)-N-(4-ethoxycarbonylphenyl)-3-(tetrahydropyran-2-yloxy)propanamide (200 mg), ethanol (5 ml), and 2N NaOH (2 ml) was stirred at room temperature overnight under argon. The reaction mixture was concentrated under reduced pressure. It was repeated 3 times in order to remove ethanol completely that a small amount of purified water was added to the residue, and the whole was concentrated under reduced pressure. The residue was acidified with 1N HCl, and then extracted with ethyl acetate. The combined ethyl acetate layers were washed with saturated saline solution and dried over Na2SO4. The solvent was evaporated under reduced pressure to obtain (S)-N-(4-carboxyphenyl)-2-(4-chlorobenzenesulfonylamino)-3-(tetrahydropyran-2-yloxy)propanamide (147 mg).

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customto remove ethanol completely that a small amount of purified water
  3. additionwas added to the residue
  4. concentrationthe whole was concentrated under reduced pressure
  5. extractionextracted with ethyl acetate
  6. washThe combined ethyl acetate layers were washed with saturated saline solution
  7. dry with materialdried over Na2SO4
  8. customThe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-2a6b807fe1bc4285a55fedd9ffec4529
出典データセット
uspto-grants-1997_07
特許番号
US05650428

反応ノート

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