149706-97-8

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 69830-91-7 (R)-4-dodecanolide 
• 161458-70-4 (S)-(+)-Octadec-17-en-5-yl p-toluenesulfonate 
• 38401-84-2 (2R)-2-Aethyl-1,6-dioxaspiro<4.4>-nonan 
• 59812-96-3 (R)-5-hexadecanolide 
• 589-98-0 (R)-octan-3-ol 
• 51769-31-4 (R)-(-)-2-Ethyltetrahydrofuran 

Relevant academic research and scientific papers

Dihydro- and Tetrahydrofuran Building Blocks from 1,4:3,6-Dianhydromannitol. 1. Synthesis of (1S,5R,7R)-endo-(-)- and (1S,5R,7S)-(-)-exo-Brevicomin and (R)-(+)-Dodecanolide

The eliminative ring fission of iodides derived from 1,4:3,6-dianhydromannitol has been exploited for preparing three enantiomerically pure species, 1-3, which feature a di- or tetrahydrofuran moiety and one or two stereogenic centers.These species are extremely versatile building blocks for the construction of natural products.Their potential was demonstrated by the synthesis of the title insect pheromones.

Dihydro- and Tetrahydrofuran Building Blocks from 1,4:3,6-Dianhydrohexitols. 2. Synthesis of Acetal, Alcohol, Diol, Epoxide, Hydrocarbon, and Lactone Pheromones

The potential of building blocks 1-3 for synthesis of enantiopure substances is illustrated by their transformation to various insect pheromones featuring functionalities specified in the title.A convenient synthesis of building block 3 from sorbitol is described.