The allylation of dibutylstannylene derivatives of myo -inositol

Parasite glycoconjugates. Part 1. The synthesis of some early and related intermediates in the biosynthetic pathway of glycosyl-phosphatidylinositol membrane anchors

“…acetonitrile 2o to yield 1 ~-2,3,4,5-tetra-O-benzyl-myoinositol 11, having physical constants indistinguishable from those of the authentic D-enantiomer prepared by an alternative route. 21 The 1L-myo-inositol derivative 3L I 6 * l 7 was also taken through an identical sequence of reactions, uiz. 3L -, 23 in ethylene dichloride at -30 "C to give the glycosyl fluoride 13 (a:p ratio 2:1), which was coupled to the myo-inositol derivative 10D in the presence of zirconocene dichloride and silver perchlorate in anhydrous diethyl ether 24 to give, after oxidative removal 2o of the 4-methoxybenzyl group from the intermediate product 14, the a-coupled compound 15 in 34% yield over the two steps.…”

Synthesis, Acid−Base Behavior, and Binding Properties of 6-Modified myo-Inositol 1,4,5-Tris(phosphate)s

“…Column chromatographies were performed with silca gel 60 (Merck). (10) [28][29][30]44 (800 mg; 1.63 mmol) was dissolved in dried THF (8 mL). The reaction mixture was cooled to 0°C and sodium hydride (5 equiv; 326 mg; 60% dispersion; 8.15 mmol) was added.…”

“…Massy's procedure 28 was used to form the isopropylidene moiety. Subsequent treatment with benzyl bromide in the presence of dibutyltin oxide using the procedure of Gigg and Co. 29,30 formed the derivative 10. The hydroxyl in position 6 of compound 10 was removed, using the method proposed by Thus, treatment of the alcohol 10 with sodium hydride followed by carbone disulfide and finally methyl iodide formed the S-methylxanthate, which was reduced by tributyltin hydride to yield the deoxy derivative 11.…”

Inositol 1,3,4,6-tetrakisphosphate mobilizes calcium in Xenopus oocytes with high potency

“…109°C) analytically pure octa-(2-cyanoethyl) ester of 2,5-di-O-benzyl-myo-inositol 1,3,4,6-tetrakisphosphate (Desai et al, 1991) and treated by preparative ionophoresis in pyridine/acetic acid on Whatman no. 1 paper (Dawson & Clarke, 1972) to remove an impurity, which was probably a partially deprotected precursor [a mono-benzyl ether of Ins(1,3,4,6)PJ].…”