Phenyl isocyanate → HCID 68545203、化合物

HRID 1445715ノート

反応式

HRID 1445715 の反応式
[CH3:1][O:2][C:3]([C@@H:5]1[CH:14]=[C:13]2[C@@H:8]([CH2:9][C:10]3[C:11]4[C:18]([NH:19][CH:20]=3)=[CH:17][CH:16]=[CH:15][C:12]=42)[NH:7][CH2:6]1)=[O:4].[C:21]1([N:27]=[C:28]=[O:29])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>ClCCl.CO.C(Cl)Cl>[CH3:1][O:2][C:3]([C@@H:5]1[CH:14]=[C:13]2[C@@H:8]([CH2:9][C:10]3[C:11]4[C:18]([NH:19][CH:20]=3)=[CH:17][CH:16]=[CH:15][C:12]=42)[N:7]([C:28](=[O:29])[NH:27][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:6]1)=[O:4]

参加物

5

反応物 2

HCID 7672Phenyl isocyanateHCID 68539805HCID 68539805、化合物

生成物 1

HCID 68545203HCID 68545203、化合物

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 21226129Dichloromethane methanol溶媒

実験手順

To a 100 ml round-bottom flask containing a solution of (6aR,9R)-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinoline-9-carboxylic acid methyl ester (0.89, 2.98 mmol) in dichloromethane (20 ml) is added phenylisocyanate (0.45 ml, 4.5 mmol, 1.5 eq.). The reaction mixture is stirred at room temperature for 16 hours by which time TLC in 10% methanol/DCM showed conversion of starting material to give product as a mixture of diastereomers. The volatiles are concentrated in vacuo and purified directly using Normal Phase Flash column chromatography (Biotage Flash 40, 90 g cartridge) using 30% ethyl acetate/hexane to isolate the product as a 1:1 diastereomeric mixture.

後処理

  1. customto give product
  2. additionas a mixture of diastereomers
  3. concentrationThe volatiles are concentrated in vacuo
  4. custompurified directly
  5. customto isolate the product as a 1:1 diastereomeric mixture

出典と根拠

ORDレコード
ord-34889c7dd4aa4e4a8a320f444e71596c
出典データセット
uspto-grants-2010_02
特許番号
US07666877B2

反応ノート

読み込み中…