3,4-dihydro-2H-pyran → (RS)-2-(4-chlorobenzenesulfonylamino)-N-(5-methoxycarbonylpentyl)-3-(tetrahydropyran-2-yloxy)propanamide

HRID 266273

Reaktionsgleichung

Reaktionsgleichung von HRID 266273
[O:1]1[CH:6]=[CH:5][CH2:4][CH2:3][CH2:2]1.Cl.[NH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([O:16][CH3:17])=[O:15].[Cl:18][C:19]1[CH:24]=[CH:23][C:22]([S:25]([NH:28][CH:29]([CH2:33][OH:34])[C:30](O)=[O:31])(=[O:27])=[O:26])=[CH:21][CH:20]=1>>[Cl:18][C:19]1[CH:20]=[CH:21][C:22]([S:25]([NH:28][CH:29]([CH2:33][O:34][CH:6]2[CH2:5][CH2:4][CH2:3][CH2:2][O:1]2)[C:30]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([O:16][CH3:17])=[O:15])=[O:31])(=[O:26])=[O:27])=[CH:23][CH:24]=1

Komponenten

4

Edukt 3

HCID 80803,4-dihydro-2H-pyranHCID 42291702-(4-Chlorobenzenesulfonamido)-3-hydroxypropanoic acidHCID 11499324Methyl 6-aminohexanoate hydrochloride

Produkt 1

HCID 19032787(RS)-2-(4-chlorobenzenesulfonylamino)-N-(5-methoxycarbonylpentyl)-3-(tetrahydropyran-2-yloxy)propanamide

Versuchsvorschrift

The procedure described in Example 1 was repeated, except that dihydropyran (2.56 ml) and methyl 6-aminohexanate hydrochloride (3.41 g) were successively reacted with (RS)-2-(4-chlorobenzenesulfonylamino)-3-hydroxypropanoic acid (4.94 g) to obtain (RS)-2-(4-chlorobenzenesulfonylamino)-N-(5-methoxycarbonylpentyl)-3-(tetrahydropyran-2-yloxy)propanamide (0.87 g).

Quellen und Nachweise

ORD-Eintrag
ord-6b3e2282d0434f81a4d515c4b4627bca
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05650428

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