Triethylamine → (1RS,2SR,6RS,7SR)-4-(3,5-dimethylbiphenyl-4-yl)-5-oxo-10-oxa-tricyclo[5.2.1.02,6]dec-3-en-3-yl 2,2-dimethylpropionate

HRID 1430767ノート

反応式

HRID 1430767 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:5]=[C:6]([CH3:20])[C:7]=1[CH:8]1[C:16](=[O:17])[CH:15]2[CH:10]([CH:11]3[O:18][CH:14]2[CH2:13][CH2:12]3)[C:9]1=[O:19].C(N(CC)CC)C.[C:34](Cl)(=[O:39])[C:35]([CH3:38])([CH3:37])[CH3:36]>ClCCl>[CH3:36][C:35]([CH3:38])([CH3:37])[C:34]([O:19][C:9]1[CH:10]2[CH:15]([C:16](=[O:17])[C:8]=1[C:7]1[C:2]([CH3:1])=[CH:3][C:4]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[CH:5][C:6]=1[CH3:20])[CH:14]1[O:18][CH:11]2[CH2:12][CH2:13]1)=[O:39]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 62493Pivaloyl chlorideHCID 67777251(1RS,2SR,6RS,7SR)-4-(3,5-dimethylbiphen-4-yl)-10-oxa-tricyclo[5.2.1.02,6]decane-3,5-dione

生成物 1

HCID 67777293(1RS,2SR,6RS,7SR)-4-(3,5-dimethylbiphenyl-4-yl)-5-oxo-10-oxa-tricyclo[5.2.1.02,6]dec-3-en-3-yl 2,2-dimethylpropionate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of (1RS,2SR,6RS,7SR)-4-(3,5-dimethylbiphenyl-4-yl)-10-oxa-tricyclo-[5.2.1.02,6]decane-3,5-dione (80 mg, 0.23 mmol) in dichloromethane (5 ml) and triethylamine (140 μl, 1 mmol) is added pivaloyl chloride (124 μl, 1 mmol) at room temperature. The reaction mixture is stirred overnight at room temperature. Silica gel is added to the crude reaction mixture, the solvent is evaporated under reduced pressure and the residue is purified by column chromatography on silica gel to give (1RS,2SR,6RS,7SR)-4-(3,5-dimethylbiphenyl-4-yl)-5-oxo-10-oxa-tricyclo[5.2.1.02,6]dec-3-en-3-yl 2,2-dimethylpropionate.

後処理

  1. additionSilica gel is added to the crude
  2. customreaction mixture
  3. customthe solvent is evaporated under reduced pressure
  4. customthe residue is purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-41fd8b736d794217b5729eab761df3c9
出典データセット
uspto-grants-2015_01
特許番号
US08940913B2

反応ノート

読み込み中…