1,2-Dichloroethane → HCID 178442039、化合物

HRID 540383ノート

反応式

HRID 540383 の反応式
[CH2:1]([C:6]1([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:9][NH:8][CH2:7]1)[CH2:2][CH2:3][CH2:4][CH3:5].[NH:16]1[CH:20]=[C:19]([CH2:21][CH2:22][C:23]([NH:25][C@H:26]([CH2:30][C:31]2[CH:36]=[CH:35][C:34]([O:37][CH3:38])=[CH:33][CH:32]=2)[C:27](O)=[O:28])=[O:24])[N:18]=[CH:17]1.C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1.[OH-].[Na+]>CN(C=O)C>[CH3:38][O:37][C:34]1[CH:35]=[CH:36][C:31]([CH2:30][C@@H:26]([NH:25][C:23](=[O:24])[CH2:22][CH2:21][C:19]2[N:18]=[CH:17][NH:16][CH:20]=2)[C:27](=[O:28])[N:8]2[CH2:7][C:6]([CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[CH2:9]2)=[CH:32][CH:33]=1

参加物

7

反応物 5

HCID 111,2-DichloroethaneHCID 14798Sodium HydroxideHCID 757711-HydroxybenzotriazoleHCID 669878863-Pentyl-3-phenylazetidineHCID 178490237HCID 178490237、化合物

生成物 1

HCID 178442039HCID 178442039、化合物収率 53.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

70 mg (0.345 mmol) of 3-pentyl-3-phenylazetidine and 100 mg (0.315 mmol) of (R)-2-(3-1H-imidazol-4-ylpropionylamino)-3-(4-methoxyphenyl)propanoic acid are solubilized in 1 ml of DMF. 67 mg (0.345 mmol) of EDC and 47 mg (0.345 mmol) of HOBT are added to this solution. The whole is left to stir for 4 hours and is then treated with 1N sodium hydroxide and extracted with dichloromethane. The organic phase is dried over sodium sulphate, filtered and evaporated under pressure. The crude product obtained is purified by silica gel chromatography (eluent 9/1 dichloromethane/methanol). 85 mg of N—[(R)-1-(4-methoxybenzyl)-2-oxo-2-(3-pentyl-3-phenylazetidin-1-yl)ethyl]-3-(1H-imidazol-4-yl)propionamide are obtained in the form of a white powder with a yield of 49%.

後処理

  1. waitThe whole is left
  2. extractionextracted with dichloromethane
  3. dry with materialThe organic phase is dried over sodium sulphate
  4. filtrationfiltered
  5. customevaporated under pressure
  6. customThe crude product obtained
  7. customis purified by silica gel chromatography (eluent 9/1 dichloromethane/methanol)

出典と根拠

ORDレコード
ord-26e23aea4f5d4a52be3b3590bda60769
出典データセット
uspto-grants-2014_10
特許番号
US08871187B2

反応ノート

読み込み中…