869293-30-1

Upstream product

• 942292-99-1 (R)-6-[(R)-2-hydroxypropyl]-5,6-dihydro-2H-pyran-2-one 
• 116511-71-8 3,4-bis(O-tert-butyldimethylsilyl)-3,4-dihydroxyhydrocinnamic acid 
• 1078-61-1 dihydrocaffeic acid 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 869293-27-6 (S)-6-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-propyl]-3,6-dihydro-pyran-2-one 
• 869293-25-4 (R)-5-((tert-butyldimethylsilyl)oxy)hex-1-en-3-one 
• 869293-29-8 (S)-6-((R)-2-Hydroxy-propyl)-3,6-dihydro-pyran-2-one 

Downstream Products

• 869293-31-2 (R)-1-((R)-6-oxo-3,6-dihydro-2H-2-pyranyl)propan-2-yl 3-(3,4-dihydroxyphenyl)propionate 

Relevant academic research and scientific papers

A Concise and Versatile Total Synthesis of All Stereoisomers of Tarchonanthuslactone

We describe the versatile and concise total synthesis of all stereoisomers of tarchonanthuslactone from (R)- or (S)-3-hydroxybutyrate via eight steps. The key steps of the synthesis include a highly diastereoselective chelation-controlled Mukaiyama aldol

A synthetic natural product Tarchonanthuslactone isomer of

The invention provides a method for synthesizing a natural product Tarchonanthuslactone isomer. According to the method, methyl-3-hydroxybutyrate is used as a raw material, and PMB ester protection, LiALH4 reduction, Swern oxidation, Mukaiyama Aldol reaction, ester hydrolysis, Yanaguchi cyclization, de-protection and condensation are performed, so that the natural product Tarchonanthuslactone isomer is obtained. The synthetic route is novel and reasonable in design, the raw materials are cheap and easy to obtain, the operation process is simple and convenient, the reaction condition is mild, the rate is high, side reaction is less, the operation is simple and convenient, and the synthesizing cost is greatly reduced.

Total Synthesis of (+)-7-epi-Tarchonanthuslactone via a Chelation-Controlled Mukaiyama Aldol Reaction

An asymmetric total synthesis of (+)-7-epi-tarchonanthuslactone was achieved from commercially available methyl (R)-3-hydroxybutyrate. The key step employed a diastereoselective chelation-controlled Mukaiyama aldol reaction to construct the chiral hydroxyl group at the C-5 position.

Asymmetric synthesis of all the stereoisomers of tarchonanthuslactone

We describe herein an efficient synthesis of all the four stereoisomers of tarchonanthuslactone from (R)-3-hydroxy butanoate, easily prepared from l-threonine. The approach involves the use of a β,γ-unsaturated δ-lactone as an intermediate, obtained via a