Zhou, Zheng Hong;Chen, Ru Yu published 《1,2-cyclic monoacyl-rac-glycerothio-phosphates of cantharidin analogs》. The research results were published in《Chinese Chemical Letters》 in 1999.Recommanded Product: 14166-28-0 The article conveys some information:
A series of diastereomeric 1,2-cyclic-3-acylglycerothiophosphates I [R = R1 = H, R2 = CO(CH2)16CH3, X = O, CH2; RR = bond, R1 = H, R2 = CO(CH2)16CH3, X = O, CH2; R = H, R1 = Me, R2 = CO(CH2)16CH3, X = O] were synthesized starting from cantharidin II (R = H, R1 = Me, X = O) and its analogs II (R = R1 = H, X = O, CH2; RR = bond, R1 = H, X = O, CH2) in a one-pot procedure in overall yields in the range of 44-55.5% by means of hexaethylphosphorus triamide as phosphorylating reagent. E.g., cantharidin was reacted with 2-aminoethanol to form the tricyclic imide, which underwent sequentially phosphorylation with P(NEt2)3 and iodine in benzene, esterification with glycerol 1-stearate, and sulfuration with S8 to form both cis- and trans-I [R = H, R1 = Me, R2 = CO(CH2)16CH3, X = O] with overall yield of 55.5%.(3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione (cas: 14166-28-0) were involved in the experimental procedure.
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.Recommanded Product: 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