793686-32-5

Upstream product

• 105-38-4 vinyl propionate 
• 13071-59-5 3-benzyloxypropan-1,2-diol 
• 2930-05-4 (S)-benzyl glycidyl ether 
• 802294-64-0 propionic acid 
• 100-44-7 benzyl chloride 
• 15028-56-5 4-(benzyloxymethyl)-2,2-dimethyl-1,3-dioxolane 

Downstream Products

• 793686-31-4 Propionic acid (S)-1-benzyloxymethyl-2-propionyloxy-ethyl ester 
• 17325-85-8 (2S)-3-(benzyloxy)propane-1,2-diol 
• 30403-51-1 1,2-di-O-hexacecanoyl-3-O-benzyl-sn-glycerol 
• 56552-80-8 (R)-3-benzyloxy-1,2-propanediol 

Relevant academic research and scientific papers

Racemization of α-Alkyl-β-Keto Esters and Enantioselective Total Synthesis of Two C-2′′′Epimers of Plant Glycerolipid Santinol C

It is broadly believed that optically active α-alkyl-β-keto esters racemize very quickly. Nevertheless, no one really knows how fast the racemization is. In fact, such species are hardly attainable to date. Now, a facile entry to these greatly understudied esters has been found and their racemization has been studied for the first time. The results showed that under neutral or slightly acidic conditions such species were much more stable than one might expect, though they did racemize rapidly under basic conditions. In light of the new findings, santinol C was also synthesized in enantiopure forms.

Efficient chemoenzymatic enantioselective synthesis of diacylglycerols (DAG)

A new efficient chemoenzymatic methodology for the production of 3-O-benzyl-sn-glycerol and 1,2-O-dipalmitoyl-sn-glycerol has been developed. It starts from racemic 1-O-benzylglycerol and is based on the sequential enzymatic acylation-Mitsunobu inversion-enzymatic hydrolysis, which has been performed without isolation of the intermediates. In this way a 70-75% yield of 3-O-benzyl-sn-glycerol with 94-96% ee has been obtained.