Potassium trimethylsilanolate → (1R)-2-[(6-{4-[3-(Cyclopentylsulfonyl)phenyl]butoxy}hexyl)amino]-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)ethanol

HRID 2118327ノート

反応式

HRID 2118327 の反応式
[CH:1]1([S:6]([C:9]2[CH:10]=[C:11]([CH2:15][CH2:16][CH2:17][CH2:18][O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][N:26]3[CH2:30][C@@H:29]([C:31]4[CH:42]=[CH:41][C:34]5[O:35][C:36]([CH3:40])([CH3:39])[O:37][CH2:38][C:33]=5[CH:32]=4)[O:28]C3=O)[CH:12]=[CH:13][CH:14]=2)(=[O:8])=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.C[Si](C)(C)[O-].[K+]>C1COCC1>[CH:1]1([S:6]([C:9]2[CH:10]=[C:11]([CH2:15][CH2:16][CH2:17][CH2:18][O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][NH:26][CH2:30][C@@H:29]([C:31]3[CH:42]=[CH:41][C:34]4[O:35][C:36]([CH3:39])([CH3:40])[O:37][CH2:38][C:33]=4[CH:32]=3)[OH:28])[CH:12]=[CH:13][CH:14]=2)(=[O:8])=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5]1

参加物

4

反応物 2

HCID 23668039Potassium trimethylsilanolateHCID 69119376(5R)-3-(6-{4-[3-(Cyclopentylsulfonyl)phenyl]butoxy}hexyl)-5-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-1,3-oxazolidin-2-one

生成物 1

HCID 69119807(1R)-2-[(6-{4-[3-(Cyclopentylsulfonyl)phenyl]butoxy}hexyl)amino]-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)ethanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A stirred mixture of (5R)-3-(6-{4-[3-(Cyclopentylsulfonyl)phenyl]butoxy}hexyl)-5-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-1,3-oxazolidin-2-one and potassium trimethyl silanolate (240 mg) in THF (6 ml) was heated to reflux for 1.5 h. The mixture was poured into phoshate buffer solution (pH 5) and extracted into DCM. The extracts were washed with water, dried (Na2SO4) and evaporated to give the title compound (120 mg). LCMS RT=2.93 min.

後処理

  1. temperaturewas heated
  2. temperatureto reflux for 1.5 h
  3. extractionextracted into DCM
  4. washThe extracts were washed with water
  5. dry with materialdried (Na2SO4)
  6. customevaporated

出典と根拠

ORDレコード
ord-dffb7638fad8491c9a592050eb473ff8
出典データセット
uspto-grants-2008_10
特許番号
US07442839B2

反応ノート

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