3,4-dihydro-2H-pyran → (RS)-2-(4-chlorobenzenesulfonylamino)-N-(6-methoxycarbonylhexyl)-3-(tetrahydropyran-2-yloxy)propanamide

HRID 266274

Reaction equation

HRID 266274 reaction equation
[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][CH2:14][C:15]([O:17][CH3:18])=[O:16].[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:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]([O:17][CH3:18])=[O:16])=[O:32])(=[O:27])=[O:28])=[CH:24][CH:25]=1

Participants

4

Reactant 3

HCID 80803,4-dihydro-2H-pyranHCID 42291702-(4-Chlorobenzenesulfonamido)-3-hydroxypropanoic acidHCID 13807349Methyl 7-aminoheptanoate hydrochloride

Product 1

HCID 19032923(RS)-2-(4-chlorobenzenesulfonylamino)-N-(6-methoxycarbonylhexyl)-3-(tetrahydropyran-2-yloxy)propanamide

Procedure

The procedure described in Example 1 was repeated, except that dihydropyran (1.93 ml) and methyl 7-aminoheptanate hydrochloride (1.679 g) were successively reacted with (RS)-2-(4-chlorobenzenesulfonylamino)-3-hydroxypropanoic acid (2 g) to obtain (RS)-2-(4-chlorobenzenesulfonylamino)-N-(6-methoxycarbonylhexyl)-3-(tetrahydropyran-2-yloxy)propanamide (1. 497 g).

Sources & evidence

ORD record
ord-208646228942424aae80c2704c05e791
Source dataset
uspto-grants-1997_07
Patent number
US05650428

Linked notes

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