Hydrochloric Acid → 5-{2-Benzyloxy-4-[2-(2-hydroxyethyl)-benzyl]-phenyl}-1,1-dioxo-1,2,5-thiadiazolidin-3-one

HRID 660808ノート

反応式

HRID 660808 の反応式
C[O:2][C:3](=O)[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][C:12]1[CH:17]=[CH:16][C:15]([N:18]2[CH2:22][C:21](=[O:23])[NH:20][S:19]2(=[O:25])=[O:24])=[C:14]([O:26][CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:13]=1.[Li+].[BH4-].Cl>C1COCC1>[CH2:27]([O:26][C:14]1[CH:13]=[C:12]([CH2:11][C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[CH2:4][CH2:3][OH:2])[CH:17]=[CH:16][C:15]=1[N:18]1[S:19](=[O:25])(=[O:24])[NH:20][C:21](=[O:23])[CH2:22]1)[C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 4148881Lithium borohydrideHCID 68838762{2-[3-Benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-benzyl]-phenyl}-acetic Acid Methyl Ester

生成物 1

HCID 688431525-{2-Benzyloxy-4-[2-(2-hydroxyethyl)-benzyl]-phenyl}-1,1-dioxo-1,2,5-thiadiazolidin-3-one

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of {2-[3-benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-benzyl]-phenyl}-acetic acid methyl ester (32 mg, 0.067 mmol) in THF (4 mL) is added LiBH4 (25 mg, 0.115 mmol) and the mixture is stirred at RT for 2 h. The mixture is cooled in an ice bath and is acidified with 1N HCl. The mixture is extracted with EtOAc and the organic phase is washed with 1N HCl and brine then is dried over magnesium sulfate. The solvent is removed under reduced pressure to give the title compound as a gum.

後処理

  1. temperatureThe mixture is cooled in an ice bath
  2. extractionThe mixture is extracted with EtOAc
  3. washthe organic phase is washed with 1N HCl and brine
  4. dry with materialthen is dried over magnesium sulfate
  5. customThe solvent is removed under reduced pressure

出典と根拠

ORDレコード
ord-78a5e62bf6a84e1e828975c5795c2900
出典データセット
uspto-grants-2011_12
特許番号
US08084448B2

反応ノート

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