Triethylamine → benzyl (3R)-4-(5-cyano-2-iodophenoxy)-3-(4-dimethylcarbamoylbenzoylamino)butyrate

HRID 747770ノート

反応式

HRID 747770 の反応式
[Cl-].[CH2:2]([O:9][C:10]([CH2:12][C@@H:13]([NH3+:25])[CH2:14][O:15][C:16]1[CH:21]=[C:20]([C:22]#[N:23])[CH:19]=[CH:18][C:17]=1[I:24])=[O:11])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:26][N:27]([CH3:39])[C:28]([C:30]1[CH:38]=[CH:37][C:33]([C:34](O)=[O:35])=[CH:32][CH:31]=1)=[O:29].ON1C2C=CC=CC=2N=N1.C(N(CC)CC)C.Cl.CN(C)CCCN=C=NCC>ClCCl.O>[C:22]([C:20]1[CH:19]=[CH:18][C:17]([I:24])=[C:16]([CH:21]=1)[O:15][CH2:14][C@H:13]([NH:25][C:34](=[O:35])[C:33]1[CH:32]=[CH:31][C:30]([C:28](=[O:29])[N:27]([CH3:39])[CH3:26])=[CH:38][CH:37]=1)[CH2:12][C:10]([O:9][CH2:2][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1)=[O:11])#[N:23]

参加物

8

反応物 5

HCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 110954804-(Dimethylcarbamoyl)benzoic acidHCID 86760714(1R)-1-benzyloxycarbonylmethyl-2-(5-cyano-2-iodophenoxy)ethylammonium chloride

生成物 1

HCID 54212177benzyl (3R)-4-(5-cyano-2-iodophenoxy)-3-(4-dimethylcarbamoylbenzoylamino)butyrate

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

2.05 g (4.33 mmol) of (1R)-1-benzyloxycarbonylmethyl-2-(5-cyano-2-iodophenoxy)ethyl ammonium chloride, 1.25 g (6.49 mmol) of 4-dimethylcarbamoylbenzoic acid, 994 mg (7.35 mmol) of 1-hydroxybenzotriazole, and 2.71 ml (19.46 mmol) of triethylamine were dissolved in 25 ml of dichloromethane, and 1.41 g (7.35 mmol) of 1-(3-dimethylaminopropyl)-3-ethyl carbodiimide hydrochloride was added thereto and stirred under cooling with ice for 10 minutes and then at room temperature for 18 hours. The reaction was stopped by adding water, and the title compound was obtained in an ordinary manner by treatment with dichloromethane as the extractant to obtain the crude product. It was purified by silica gel column chromatography (hexane:ethyl acetate=3:1, v/v) to obtain the title compound.

後処理

  1. temperatureunder cooling with ice for 10 minutes

出典と根拠

ORDレコード
ord-558a342599224a5d8e323c80e519f1b9
出典データセット
uspto-grants-2008_07
特許番号
US07396844B1

反応ノート

読み込み中…