Hydrochloric Acid → 3-[3-Benzyloxy-3-(4-fluoro-phenyl)-propyl]-4-(4-benzyloxy-phenyl)-1-(4-fluoro-phenyl)-azetidin-2-one

HRID 1052897

反応式

HRID 1052897 の反応式
C[O:2][C:3](=O)[CH:4]([CH:23]([C:32]1[CH:37]=[CH:36][C:35]([O:38][CH2:39][C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)=[CH:34][CH:33]=1)[NH:24][C:25]1[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=1)[CH2:5][CH2:6]C(OCC1C=CC=CC=1)C1C=CC(F)=CC=1.C[Si]([N-][Si](C)(C)C)(C)C.[Li+].Cl.[C:58]([O:61][CH2:62][CH3:63])(=O)[CH3:59]>O1CCCC1>[CH2:62]([O:61][CH:58]([C:59]1[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=1)[CH2:6][CH2:5][CH:4]1[CH:23]([C:32]2[CH:33]=[CH:34][C:35]([O:38][CH2:39][C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)=[CH:36][CH:37]=2)[N:24]([C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)[C:3]1=[O:2])[C:63]1[CH:6]=[CH:5][CH:4]=[CH:23][CH:32]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 2733832Lithium HexamethyldisilazideHCID 667134205-Benzyloxy-2-[(4-benzyloxy-phenyl)-(4-fluoro-phenylamino)-methyl]-5-(4-fluoro-phenyl)-pentanoic acid methyl ester

生成物 1

HCID 667132803-[3-Benzyloxy-3-(4-fluoro-phenyl)-propyl]-4-(4-benzyloxy-phenyl)-1-(4-fluoro-phenyl)-azetidin-2-one

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-22.5 °C

実験手順

10 gms of 5-Benzyloxy-2-[(4-benzyloxy-phenyl)-(4-fluoro-phenylamino)-methyl]-5-(4-fluoro-phenyl)-pentanoic acid methyl ester was dissolved in 500 ml of tetrahydrofuran and cool the reaction mass to −20 to −25° C. To the reaction mass 16 ml of 1M Lithium bis(trimethylsilyl)amide was added under nitrogen atmosphere and stirred for about 30 minutes. To the reaction mass 100 ml of 2 N hydrochloride solution was added at 20-25° C. Stirred the reaction mass by adding 150 ml of ethyl acetate and separated the organic layer. Washed the organic layer with water and dried over sodium sulphate. Distilled the solvent completely under reduced pressure at 50-55° C. to get 8.0 gms of 3-[3-Benzyloxy-3-(4-fluoro-phenyl)-propyl]-4-(4-benzyloxy-phenyl)-1-(4-fluoro-phenyl)-azetidin-2-one.

後処理

  1. stirringStirred the reaction mass
  2. customseparated the organic layer
  3. washWashed the organic layer with water
  4. dry with materialdried over sodium sulphate
  5. distillationDistilled the solvent completely under reduced pressure at 50-55° C.

出典と根拠

ORDレコード
ord-b92fb61efef34c0f9d8b1e1b477d5ec4
出典データセット
uspto-grants-2016_07
特許番号
US09388440B2

関連ノート

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