139744-07-3

Upstream product

• 292638-85-8 acrylic acid methyl ester 
• 6315-89-5 3,4-dimethoxyaniline 

Downstream Products

• 139744-14-2 methyl 2-carboxymethylthio-3-(3,4-dimethoxyphenyl)propionate 
• 221251-39-4 methyl 2-acetylthio-3-(3,4-dimethoxyphenyl)propionate 
• 30461-77-9 methyl 3,4-dimethoxycinnamate 
• 1027560-10-6 2-[2-(3,4-dimethoxy-phenyl)-1-methoxycarbonyl-ethylsulfanyl]-3-methyl-butyric acid 
• 221251-47-4 methyl 2-(1-carboxypropylthio)-3-(3,4-dimethoxyphenyl)propionate 
• 1026377-58-1 2-(1-carboxy-ethylsulfanyl)-3-(3,4-dimethoxy-phenyl)-propionic acid methyl ester 
• 221251-43-0 methyl 2-mercapto-3-(3,4-dimethoxyphenyl)propionate 

Relevant academic research and scientific papers

Enantioselective Total Syntheses of Pallambins A–D

The first enantioselective total syntheses of (?)-pallambins A–D have been achieved in 15 or 16 steps from a known chiral cyclohexenone. Salient features of the syntheses include a palladium-catalyzed oxidative cyclization to assemble the [3.2.1]bicyclic moiety, an Eschenmoser–Claisen rearrangement/lactone formation sequence to construct the C ring, an intramolecular Wittig reaction to form the D ring, and individual transformations of pallambins C and D to generate pallambins A and B. The described synthesis avoids protecting-group manipulations through the design of highly chemo- and stereoselective transformations. During the course of this work, a palladium-catalyzed method for the dehydrobromination of α-bromoketones was developed, and the scope of this transformation was also investigated.

Synthesis of novel 2-benzothiopyran and 3-benzothiepin derivatives and their stimulatory effect on bone formation

In a search for therapeutic agents for the treatment of osteoporosis and bone fracture, we found that 2-benzothiopyran-1-carboxamide derivatives 1, derived from ipriflavone as a lead compound, increase cellular alkaline phosphatase activity in cultures of rat bone marrow stromal cells. Further modification of 1 has led to the discovery of more potent 3-benzothiepin-2- carboxamide derivatives 2. Of these, 3-benzothiepin derivatives bearing a 4- (dialkoxyphosphorylmethyl)phenyl group on the 2-carboxamide moiety such as 2h and 2q exhibited significant improvement of activity compared to ipriflavone. Asymmetric synthesis of 2h and 2q revealed that the (-)-isomers possessed activities superior to those of the (+)-isomers. Further evaluation of these compounds using the mouse osteoblastic cell line MC3T3-E1 revealed that (-)- 2q enhanced the effect of bone morphogenetic protein. In addition, application of a sustained-release agent containing 2q increased the area of newly formed bone in a rat skull defect model. Based on these findings, (-)- 2q was selected for further investigation as a new drug stimulating bone formation. Synthesis and structure-activity relationships for this novel series of 2-benzothiopyran and 3-benzothiepin derivatives are detailed.

Phosphosuccinic acid derivatives, processes for the production thereof and pharmaceutical agents containing these compounds

Compounds of formula I are disclosed, STR1 as well as processes for their production and pharmaceutical agents containing these compounds suitable for treating disorders of calcium metabolism.