169871-36-7

Upstream product

• 73346-73-3 (4S,5S)-diethyl 2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate 
• 37031-29-1 (+)-dimethyl-2,3-O-isopropylidene-D-tartrate 
• 77-76-9 2,2-dimethoxy-propane 

Downstream Products

• 169871-37-8 (4R,5S)-trans-2,2-dimethyl-4-tert-butyldiphenylsiloxymethyl-5-formyl-1,3-dioxolane 
• 137618-97-4 1-(tert-butyldiphenylsiloxy)-2-butanone 
• 91376-49-7 (S)-1-(tert-butyldiphenylsilyloxy)-2-hydroxy-3-butene 
• 169871-40-3 methyl (4R,5R)-trans-7-(2,2-dimethyl-4-tert-butyldiphenylsiloxymethyl-1,3-dioxolan-5-yl)-5(Z)-heptenoate 
• 169871-44-7 methyl (4R,5R)-trans-7-(2,2-dimethyl-4-(phenylsulfonyl)aminomethyl-1,3-dioxolan-5-yl)-5(Z)-heptanoate 
• 127251-07-4 (4R,5R)-trans-2,2-dimethyl-4-tert-butyldiphenylsiloxymethyl-5-formylmethyl-1,3-dioxolane 
• 169871-38-9 (4R,5R)-trans-2,2-dimethyl-4-tert-butyldiphenylsiloxymethyl-5-ethenyl-1,3-dioxolane 
• 169871-39-0 (4R,5R)-trans-2,2-dimethyl-4-tert-butyldiphenylsiloxymethyl-5-(2-hydroxylethyl)-1,3-dioxolane 

Relevant academic research and scientific papers

Stereocontrolled synthesis of four isomeric linoleate triols of relevance to skin barrier formation and function

Linoleate triol esters are intermediates along the pathway of formation of the mammalian skin permeability barrier. In connection with the study of their involvement in barrier formation we required access to isomerically pure and defined samples of four linoleate triol esters. A common synthetic strategy was developed starting from isomeric alkynols derived from D-tartaric acid and 2-deoxy-D-ribose.

A convergent approach for the total synthesis of the α-glucosidase inhibitor (-)-panaxjapyne-C

The stereoselective total synthesis of (-)-panaxjapyne-C was accomplished in a convergent fashion. The synthesis utilizes the readily available enantiomers l-(+)-diethyltartrate and d-(-)-diethyltartrate and involves a Cadiot-Chodkiewicz coupling reaction, and an Ohira-Bestmann reaction as the key steps.