Potassium Hydroxide → HCID 70495537, compound

HRID 1981941Notes

Reaction equation

HRID 1981941 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C@H:9]2[C@@H:15]([OH:16])[C:14](=[O:17])[NH:13][C:12]3[CH:18]=[CH:19][C:20]([O:22][CH2:23][C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)=[CH:21][C:11]=3[S:10]2)=[CH:5][CH:4]=1.[CH2:30]([O:37][C:38]([N:40]([CH2:42][CH2:43]Cl)[CH3:41])=[O:39])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.[OH-].[K+]>CS(C)=O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C@H:9]2[C@@H:15]([OH:16])[C:14](=[O:17])[N:13]([CH2:43][CH2:42][N:40]([C:38]([O:37][CH2:30][C:31]3[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=3)=[O:39])[CH3:41])[C:12]3[CH:18]=[CH:19][C:20]([O:22][CH2:23][C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)=[CH:21][C:11]=3[S:10]2)=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 13592063Benzyl (2-chloroethyl)methylcarbamateHCID 86740839HCID 86740839, compound

Product 1

HCID 70495537HCID 70495537, compoundYield 51%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A mixture of 5 g of (±)-cis-2-(4-methoxyphenyl)-3-hydroxy-8-benzyloxy-2,3-dihydro-1,5-benzothiazepin-4(5H)-one, 3.8 g of 2-(N-benzyloxycarbonyl-N-methylamino)ethyl chloride, 1.1 g of potassium hydroxide and 70 ml of dimethylsulfoxide is treated in the same manner as described in Example 1-(1). 3.75 g of (±)-cis-2-(4-methoxyphenyl)-3-hydroxy-5-[2-(N-benzyloxycarbonyl-N-methylamino)ethyl]-8-benzyloxy-2,3-dihydro-1,5-benzothiazepin-4(5H)-one are obtained as an oil.

Workup

  1. additionis treated in the same manner

Sources & evidence

ORD record
ord-6c7a5ffc55ce420cb8ca378d53f22ea5
Source dataset
uspto-grants-1986_06
Patent number
US04594342

Reaction notes

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