Dichloromethane → (E)-3-{[2-(t-Butoxycarbonylamino)-1,3-thiazol-4-yl]methylidene}-1-(triphenylmethyl)piperidin-4-ol

HRID 1171722ノート

反応式

HRID 1171722 の反応式
[BH4-].[Na+].[C:3]([O:7][C:8]([NH:10][C:11]1[S:12][CH:13]=[C:14](/[CH:16]=[C:17]2\[CH2:18][N:19]([C:24]([C:37]3[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=3)([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH2:20][CH2:21][C:22]\2=[O:23])[N:15]=1)=[O:9])([CH3:6])([CH3:5])[CH3:4].ClCCl>C(O)C>[C:3]([O:7][C:8]([NH:10][C:11]1[S:12][CH:13]=[C:14](/[CH:16]=[C:17]2\[CH2:18][N:19]([C:24]([C:37]3[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=3)([C:31]3[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=3)[C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)[CH2:20][CH2:21][CH:22]\2[OH:23])[N:15]=1)=[O:9])([CH3:6])([CH3:4])[CH3:5]

参加物

5

反応物 3

HCID 6344DichloromethaneHCID 4311764Sodium borohydrideHCID 23138600(E)-3-{[2-(t-butoxycarbonylamino)-1,3-thiazol-4-yl]methylidene}-1-(triphenylmethyl)piperidin-4-one

生成物 1

HCID 23138938(E)-3-{[2-(t-Butoxycarbonylamino)-1,3-thiazol-4-yl]methylidene}-1-(triphenylmethyl)piperidin-4-ol

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
0 °C

実験手順

Sodium borohydride (0.27 g) was added to a solution of (E)-3-{[2-(t-butoxycarbonylamino)-1,3-thiazol-4-yl]methylidene}-1-(triphenylmethyl)piperidin-4-one (3.1 g) in a mixed solvent of dichloromethane (15 ml) and ethanol (15 ml), while stirring at 0° C. After being stirred at room temperature for 1.5 hours, the mixture was partitioned between water and ethyl acetate. The organic layer was separated, washed with a saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate. The extract was concentrated under reduced pressure to afford the title compound as a yellow amorphous solid in a quantitative yield.

後処理

  1. stirringAfter being stirred at room temperature for 1.5 hours
  2. customthe mixture was partitioned between water and ethyl acetate
  3. customThe organic layer was separated
  4. washwashed with a saturated aqueous sodium chloride solution
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationThe extract was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-0cfddc6497c2413d8f2267304c6f7b3c
出典データセット
uspto-grants-2010_11
特許番号
US07829580B2

反応ノート

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