Potassium Hydroxide → HCID 10791242, compound

HRID 1981945Notes

Reaction equation

HRID 1981945 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[C@@H:14]([OH:15])[C:13](=[O:16])[NH:12][C:11]3[CH:17]=[CH:18][C:19]([CH3:21])=[CH:20][C:10]=3[S:9]2)=[CH:4][CH:3]=1.[OH-].[K+].[CH2:24]([O:31][C:32]([N:34]([CH2:36][CH2:37]Cl)[CH3:35])=[O:33])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>CS(C)=O>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[C@@H:14]([OH:15])[C:13](=[O:16])[N:12]([CH2:37][CH2:36][N:34]([C:32]([O:31][CH2:24][C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)=[O:33])[CH3:35])[C:11]3[CH:17]=[CH:18][C:19]([CH3:21])=[CH:20][C:10]=3[S:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 13592063Benzyl (2-chloroethyl)methylcarbamateHCID 67790739HCID 67790739, compound

Product 1

HCID 10791242HCID 10791242, compoundYield 79.3%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

2 g of (±)-cis-2-(4-methylphenyl)-3-hydroxy-8-methyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one, 0.4 g of potassium hydroxide, 15 ml of dimethylsulfoxide and 2.58 g of 2-(N-benzyloxycarbonyl-N-methylamino)ethyl chloride are treated in the same manner as described in Example 1-(1). 2.6 g of (±)-cis-2-(4-methylphenyl)-3-hydroxy-5-[2-(N-benzyloxycarbonyl-N-methylamino)ethyl]-8-methyl-2,3-dihydro-1,5-benzothiazepine-4(5H)-one are obtained as an oil.

Sources & evidence

ORD record
ord-e8c7dbae09094ff0b170027b2af24da1
Source dataset
uspto-grants-1986_06
Patent number
US04594342

Reaction notes

Loading…