Zhou, Zheng Hong;Chen, Ru Yu published 《Synthesis of 1,2-cyclic monoacyl-rac-glycerothiophosphates of cantharidin analogues》 in 2000. The article was appeared in 《Phosphorus, Sulfur and Silicon and the Related Elements》. They have made some progress in their research.HPLC of Formula: 14166-28-0 The article mentions the following:
1,2-Cyclic monoacyl-rac-glycerothiophosphates of cantharidin and its analogs, e.g., I (R = H, X = O, CH2) were synthesized in a 1-pot procedure in overall yields of 44-55.5% by P(NEt2)3, activated by a catalytic amount of iodine, as phosphorylating reagent, acting on N-hydroxyethyl exo-(7-oxa)bicyclo[2.2.1]heptene-2,3-dicarboximide followed by a cyclocondensation with monostearin. Their structures were confirmed by 1H NMR, 31P NMR, IR and elemental anal. The experimental procedure involved many compounds, such as (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione (cas: 14166-28-0) .
In the laboratory, (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione(14166-28-0) is a popular solvent when its water miscibility is not an issue. It is more basic than diethyl ether and forms stronger complexes with Li+, Mg2+, and boranes.HPLC of Formula: 14166-28-0 It is a popular solvent for hydroboration reactions and for organometallic compounds such as organolithium and Grignard reagents.
Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem