Hydrochloric Acid → (4S)-4-Amino-5-{2-[({1-butyl-4-[({[4-(trifluoromethoxy)phenyl]amino}carbonyl)amino]-1H-imidazol-2-yl}carbonyl)amino]ethoxy}-5-oxopentanoic Acid Hydrochloride

HRID 499923ノート

反応式

HRID 499923 の反応式
C([O:5][C:6](=[O:21])[CH2:7][CH2:8][C@H:9]([NH:13]C(OC(C)(C)C)=O)[C:10](O)=[O:11])(C)(C)C.CCN=C=NCCCN(C)C.[ClH:33].[CH2:34]([N:38]1[CH:42]=[C:41]([NH:43][C:44]([NH:46][C:47]2[CH:52]=[CH:51][C:50]([O:53][C:54]([F:57])([F:56])[F:55])=[CH:49][CH:48]=2)=[O:45])[N:40]=[C:39]1[C:58]([NH:60][CH2:61][CH2:62][OH:63])=[O:59])[CH2:35][CH2:36][CH3:37]>CN(C=O)C.CN(C1C=CN=CC=1)C>[ClH:33].[NH2:13][C@H:9]([C:10]([O:63][CH2:62][CH2:61][NH:60][C:58]([C:39]1[N:38]([CH2:34][CH2:35][CH2:36][CH3:37])[CH:42]=[C:41]([NH:43][C:44]([NH:46][C:47]2[CH:48]=[CH:49][C:50]([O:53][C:54]([F:55])([F:56])[F:57])=[CH:51][CH:52]=2)=[O:45])[N:40]=1)=[O:59])=[O:11])[CH2:8][CH2:7][C:6]([OH:21])=[O:5]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 6993432(2S)-5-(tert-butoxy)-2-{[(tert-butoxy)carbonyl]amino}-5-oxopentanoic acidHCID 594219191-butyl-N-(2-hydroxyethyl)-4-[({[4-(trifluoromethoxy)phenyl]amino}-carbonyl)amino]-1H-imidazole-2-carboxamide

生成物 1

HCID 68424654(4S)-4-Amino-5-{2-[({1-butyl-4-[({[4-(trifluoromethoxy)phenyl]amino}carbonyl)amino]-1H-imidazol-2-yl}carbonyl)amino]ethoxy}-5-oxopentanoic Acid Hydrochloride

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6228Dimethylformamide溶媒

実験手順

91 mg (0.30 mmol) of (2S)-5-tert-butoxy-2-[(tert-butoxycarbonyl)amino]-5-oxopentanoic acid are dissolved in 5 ml of DMF and, after addition of 58 mg (0.3 mmol) of EDCI×HCl and 37 mg (0.30 mmol) of DMAP, stirred at room temperature for 10 minutes. Then 70 mg (0.15 mmol) of 1-butyl-N-(2-hydroxyethyl)-4-[({[4-(trifluoromethoxy)phenyl]amino}-carbonyl)amino]-1H-imidazole-2-carboxamide (Example 81) are added, and the mixture is stirred at room temperature overnight. The reaction mixture is purified by preparative HPLC. The product-containing fractions are evaporated in vacuo.

後処理

  1. stirringthe mixture is stirred at room temperature overnight
  2. customThe reaction mixture is purified by preparative HPLC
  3. customThe product-containing fractions are evaporated in vacuo

出典と根拠

ORDレコード
ord-e875cf016822453ca6fd32b9e92f04ab
出典データセット
uspto-grants-2010_08
特許番号
US07767704B2

反応ノート

読み込み中…