Dichloromethane → (2S)-[5-Chloro-2-(5-dibutylamino-naphthalene-1-sulfonylamino)-benzoylamin o]-3-(2'-phenoxy-biphenyl-4-yl)-propionic acid methyl ester

HRID 1245104

反応式

HRID 1245104 の反応式
[NH2:1][C:2]1[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][C:3]=1[C:4]([NH:6][CH:7]([CH2:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[O:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[CH:14][CH:13]=1)[C:8]([OH:10])=[O:9])=[O:5].[CH3:36][CH2:37][CH2:38][CH2:39][N:40]([C:45]1[C:50]2[CH:51]=[CH:52][CH:53]=[C:54]([S:55](Cl)(=[O:57])=[O:56])[C:49]=2[CH:48]=[CH:47][CH:46]=1)[CH2:41][CH2:42][CH2:43][CH3:44].[CH2:59](Cl)Cl>>[CH3:59][O:9][C:8](=[O:10])[C@@H:7]([NH:6][C:4](=[O:5])[C:3]1[CH:31]=[C:32]([Cl:35])[CH:33]=[CH:34][C:2]=1[NH:1][S:55]([C:54]1[C:49]2[C:50](=[C:45]([N:40]([CH2:41][CH2:42][CH2:43][CH3:44])[CH2:39][CH2:38][CH2:37][CH3:36])[CH:46]=[CH:47][CH:48]=2)[CH:51]=[CH:52][CH:53]=1)(=[O:57])=[O:56])[CH2:11][C:12]1[CH:13]=[CH:14][C:15]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[O:24][C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)=[CH:16][CH:17]=1

参加物

4

反応物 3

HCID 6344DichloromethaneHCID 191102Bansyl compoundHCID 219215082-(2-Amino-5-chloro-benzoylamino)-3-(2'-phenoxy-biphenyl-4-yl)-propionic acid

生成物 1

HCID 58718025(2S)-[5-Chloro-2-(5-dibutylamino-naphthalene-1-sulfonylamino)-benzoylamin o]-3-(2'-phenoxy-biphenyl-4-yl)-propionic acid methyl ester収率 74%

実験手順

A solution of 2-(2-amino-5-chloro-benzoylamino)-3-(2′-phenoxy-biphenyl-4-yl)-propionic acid (0.05 g, 0.1 mmol) [prepared by reacting (2S)-amino-3-(2′-phenoxy-biphenyl-4-yl)propionic acid methyl ester hydrochloride salt and 2-amino-5-chlorobenzoic acid by general procedure A] in CH2Cl2 was treated with (0.035 g, 0.1 mmol) of bansyl chloride according to the general procedure F. Product was purified by flash column chromatography on silicagel using ethyl acetate hexanes to give product as pale yellow solid (0.06 g, 74.0% yield).

後処理

  1. customProduct was purified by flash column chromatography on silicagel

出典と根拠

ORDレコード
ord-3324280800134e06b46e14dc221a2c32
出典データセット
uspto-grants-2006_10
特許番号
US07122580B2

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