100902-62-3

Upstream product

• 100902-59-8 (S)-1-(Naphthalene-2-sulfonyl)-pyrrolidine-2-carboxylic acid (2S,3S)-9-chloro-2-(4-methoxy-phenyl)-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-yl ester 
• 105560-93-8 methyl (2R,3S)-3-(4-methoxyphenyl)glycidate 
• 14482-33-8 2-amino-5-chlorobenzenethiol 
• 103921-07-9 3-(2-Amino-6-chloro-phenylsulfanyl)-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid 
• 100902-58-7 (+/-)-cis-9-chloro-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one 
• 103921-05-7 3-(2-Chloro-6-nitro-phenylsulfanyl)-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid methyl ester 
• 103921-06-8 methyl threo-3-<(2-amino-6-chlorophenyl)thio>-2-hydroxy-3-(4-methoxyphenyl)propionate 
• 96125-49-4 methyl trans-3-(4-methoxyphenyl)glycidate 
• 14371-77-8 6-chloro-2-nitrothiophenol 

Downstream Products

• 103920-97-4 9-Chloro-5-(2-dimethylamino-ethyl)-3-hydroxy-2-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 
• 103921-09-1 Acetic acid 9-chloro-5-(2-dimethylamino-ethyl)-2-(4-methoxy-phenyl)-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-yl ester 

Relevant academic research and scientific papers

Facile ionic liquid-mediated protocol for the regioselective synthesis of 1,5-benzothiazepines

An efficient one-step ionic liquid-mediated green protocol for the regioselective synthesis of (+)=(±)-cis-2-(4-methoxy/benzyloxyphenyl)-3- hydroxy-2,3-dihydro-1,5- benzothiazepin-4-[5H]-ones has been developed from the reaction between substituted 2-aminobenzenethiol and methyl-(±)-trans-3- (4-methoxy/benzyloxy phenyl)glycidate, under nitrogen atmosphere, at 60±2 °C. The reaction has been performed in ionic liquids (viz, 1-butyl-3-methylimidazolium bromide/hexafluorophosphate), and the yields of the 1,5-benzothiazepine derivatives were found to be excellent. The cis-stereoisomer was obtained as the major product along with a trans-isomer as minor product.

Synthesis of Halogen-Substituted 1,5-Benzothiazepine Derivatives and Their Vasodilating and Hypotensive Activities

In an attempt to improve the effectiveness and duration of the action of diltiazem (1), a 1,5-benzothiazepine calcium channel blocker, its derivatives (2) with halogen substituents on the fused benzene ring were synthesized.These compounds were evaluated for their effects on vertebral and coronary blood flows and antihypertensive activity.The structure-activity relationships are discussed.The 8-chloro derivative ((+)-2b), the most potent compound in this series, was selected for clinical evaluation as a cerebral vasodilating and antihypertensive agent.