53100-99-5

Upstream product

• 116-54-1 dichloroacetic acid methyl ester 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 125354-94-1 methyl (2R,3R)-2-hydroxy-3-(p-methoxyphenyl)-3-(o-nitrophenylthio)propanoate 
• 125354-93-0 (2S,3S) methyl 2-hydroxy-3-(4-methoxyphenyl)-3-(2-nitrophenylthio)propionate 
• 86603-46-5 3-(4-methoxy-phenyl)-3-(2-nitro-phenylsulfanyl)-2-oxo-propionic acid methyl ester 

Relevant academic research and scientific papers

THIAZOLIDINE DERIVATIVES AS OREXIN RECEPTOR ANTAGONISTS

The invention relates to novel thiazolidine derivatives of the formula (I) wherein A and R1 are as described in the description and their use as medicaments, especially as orexin receptor antagonists.

Substituted benzaldehydes in the darzens condensation with alkyl dihaloacetates

The Darzens reaction of dihaloacetic acid esters with aromatic aldehydes produces either arylhaloglycidic or arylhalopyruvic esters depending on the nature of the substituent in the aromatic ring. Alkyl p- methoxyphenylchloropyruvates undergo spontaneous intermolecular cyclocondensation to form pyranone or furanone derivatives depending on the character of the alkyl fragment.

Novel protocol for the asymmetric synthesis of 3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one via bakers' yeast reduction

A novel protocol for the asymmetric synthesis of 3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one is reported. Darzens condensation reactions of anisaldehyde with dichloroacetates, followed substitution reaction of sodium o-nitrophenylthiolate and bakers' yeast reduction furnished 2-hydroxy-3-(4-methoxyphenyl)-3-(2-nitrophenylsulfanyl)-propionates. Further reduction of a nitro group and cyclization gave the title compound.