130796-31-5

Upstream product

• 130718-64-8 methyl (R)-2-(4-methoxyphenyl)-2-(trimethylsilyloxy)acetate 
• 122431-48-5 methyl (4S,5R)-trans-5-(4-methoxyphenyl)-2,2-dimethyl-1,3-dioxolan-4-carboxylate 
• 122517-80-0 (2S,3R)-(-)-methyl 2,3-dihydroxy-3-(p-methoxyphenyl)propionate 
• 130718-85-3 cis-4--2,2-dimethyl-5-(4-methoxyphenyl)-1,3-dioxolan 
• 130718-74-0 cis-4--5-(4-methoxyphenyl)-2,2-dimethyl-1,3-dioxolan 
• 130718-70-6 erythro 3-(4-methoxyphenyl)-1,1-bis(p-tolylthio)propane-2,3-diol 
• 130796-22-4 3-hydroxy-3-(4-methoxyphenyl)-1,1-bis(p-tolylthio)propan-2-one 
• 130852-60-7 3-(4-methoxyphenyl)-1,1-bis(p-tolylthio)-3-(trimethylsilyloxy)propan-2-one 
• 159848-77-8 ethyl (2S,3R)-2,3-dihydroxy-3-(4-methoxyphenyl)propanoate 
• 130718-65-9 (R)-3-(4-methoxyphenyl)-1,1-bis(p-tolylthio)-3-(trimethylsilyloxy)propan-2-one 
• 130718-74-0 (4R,5R)-cis-4--5-(4-methoxyphenyl)-2,2-dimethyl-1,3-dioxolan 
• 130718-67-1 (R)-3-hydroxy-3-(4-methoxyphenyl)-1,1-bis(p-tolylthio)propan-2-one 
• 130718-72-8 threo (2S,3R)-3-(4-methoxyphenyl)-1,1-bis(p-tolylthio)propane-2,3-diol 
• 130718-70-6 erythro (2R,3R)-3-(4-methoxyphenyl)-1,1-bis(p-tolylthio)propane-2,3-diol 

Downstream Products

• 127489-32-1 (4S,5R)-trans-5-(4-methoxyphenyl)-2,2-dimethyl-1,3-dioxolan-4-carboxylic acid 
• 122517-80-0 (2S,3R)-(-)-methyl 2,3-dihydroxy-3-(p-methoxyphenyl)propionate 
• 122431-48-5 methyl (4S,5R)-trans-5-(4-methoxyphenyl)-2,2-dimethyl-1,3-dioxolan-4-carboxylate 
• 106146-94-5 methyl 2,3-dihydroxy-3-(4-methoxyphenyl)propanoate 
• 122431-48-5 methyl cis-5-(4-methoxyphenyl)-2,2-dimethyl-1,3-dioxolan-4-carboxylate 

Relevant academic research and scientific papers

Influence of A1,3 Strain on the Stereochemical Outcome of Acid-Mediated Amido Cyclization in the Synthesis of 2-(4-Methoxyphenyl)-3,4-(dihydroxy)piperidines

The synthesis of 2-(4-methoxyphenyl)-3,4-(dihydroxy)piperidines was accomplished by using ethyl p-methoxycinnamate as the starting material and an acid-mediated amido cyclization reaction as the key step. This short and straightforward strategy avoids extra steps to create the chiral center and does not require a leaving group at the benzylic carbon. This study also showed that the stereochemical outcome of the cyclization reaction is influenced more by allylic 1,3-strain (A1,3 strain) than by the participation of a neighboring group. A short and straightforward strategy for the stereoselective synthesis of 2-(4-methoxyphenyl)-3,4-(dihydroxy)piperidines was developed. The key step of this synthetic approach involved an acid-mediated amido cyclization reaction, in which allylic 1,3-strain (A1,3strain) was the controlling element in determining the stereochemical outcome of the reaction.

On the Asymmetric Induction in Proline-Catalyzed Aldol Reactions: Reagent-Controlled Addition Reactions of 2,2-Dimethyl-1,3-dioxane-5-one to Acyclic Chiral α-Branched Aldehydes

Reagent stereocontrol in the proline-catalyzed aldol reaction of 2,2-dimethyl-1,3-dioxane-5-one 1 with chiral aldehydes has been investigated. Synthetically useful levels of diastereoselectivity could be achieved in reactions with acyclic chiral α-oxy and α-amino aldehydes in both matched and mismatched cases. By using this reaction as a key step, two medicinally relevant azasugars, 1-deoxy-galactonojirimycin (9) and 2,5-dideoxy-2,5-imino-d-altritol (10), were efficiently synthesized.

Synthesis of Aryl Carbohydrate Synthons and 2,3-Dihydroxypropanoic Acid Derivatives of High Optical Purity

General routes to bith L and D aryl carbohydrate precursors and to erythro and threo 2,3-dihydroxypropanoic acid of high optical purity have been established from readily available optically active aryl cyanohydrins.