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

HRID 660808노트

반응식

HRID 660808 반응식
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

참가 물질

5

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-78a5e62bf6a84e1e828975c5795c2900
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08084448B2

반응 노트

불러오는 중…