Benzocaine → (RS)-2-(4-chlorobenzenesulfonylamino)-N-(4-ethoxycarbonylphenyl)-3-(tetrahydropyran-2-yloxy)propanamide

HRID 266268

反応式

HRID 266268 の反応式
[O:1]1[CH:6]=[CH:5][CH2:4][CH2:3][CH2:2]1.[NH2:7][C:8]1[CH:18]=[CH:17][C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:10][CH:9]=1.[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([S:26]([NH:29][CH:30]([CH2:34][OH:35])[C:31](O)=[O:32])(=[O:28])=[O:27])=[CH:22][CH:21]=1>>[Cl:19][C:20]1[CH:21]=[CH:22][C:23]([S:26]([NH:29][CH:30]([CH2:34][O:35][CH:6]2[CH2:5][CH2:4][CH2:3][CH2:2][O:1]2)[C:31]([NH:7][C:8]2[CH:9]=[CH:10][C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:17][CH:18]=2)=[O:32])(=[O:27])=[O:28])=[CH:24][CH:25]=1

参加物

4

反応物 3

HCID 2337BenzocaineHCID 80803,4-dihydro-2H-pyranHCID 42291702-(4-Chlorobenzenesulfonamido)-3-hydroxypropanoic acid

生成物 1

HCID 19032774(RS)-2-(4-chlorobenzenesulfonylamino)-N-(4-ethoxycarbonylphenyl)-3-(tetrahydropyran-2-yloxy)propanamide収率 35.8%

実験手順

The procedure described in Example 1 was repeated, except that dihydropyran (2.7 g) and ethyl p-aminobenzoate (2.13 g) were successively reacted with (RS)-2-(4-chlorobenzenesulfonylamino)-3-hydroxypropanoic acid (3 g) to obtain (RS)-2-(4-chlorobenzenesulfonylamino)-N-(4-ethoxycarbonylphenyl)-3-(tetrahydropyran-2-yloxy)propanamide (1.962 g).

出典と根拠

ORDレコード
ord-eb0a42e2a1fd493f85161636ef2d444f
出典データセット
uspto-grants-1997_07
特許番号
US05650428

関連ノート

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