2,3:4,6-di-0-isopropylidene-5-thio

Me glycoside, 2,3 4,6-diisopropylidene Methyl 2,3 4,6-di-0-isopropylidene-5-thio-p-L-idopyranoside C,3H2205S 290.38... 

Methyl 2,3-di-O-acetyl-4-thio-a-L-rhamnopyranoside, T-87 Methyl 2,6-dideoxy-4-thio-a-D-riZ o-hexopyranoside, 9CI, D-656 Methyl 2,3 4,6-di-0-isopropylidene-5-thio-a-L-idopyranoside, T-76 Methyl 2,3 4,6-di-0-isopropylidene-5-thio-p-L-idopyranoside, T-76 Methyl 2,3-di-O-methyl-4-thioglucopyranoside 4,6-cyclic phosphonate a-D-(i )p-/orm i -Chloro, M-177... 

Di-0-isopropylidene-D-glucose diethyl dithioacetal, G-516 2,3 5,6-Di-0-isopropylidene-D-glucose diethyl dithioacetal, G-516 3,4 5,6-Di-0-isopropylidene-D-glucose diethyl dithioacetal, G-516 1,20 55,60 -Diisopropylidene-3- O -mesyl-5-thio- p-L-idofuranose, T-76 l,2 5,6-Di-0-isopropylidene-3-thio-a-D-allofuranose, T-53... 

With the other types of neutral dithiocarbonate (X—S—CO—SR and X—S—CS—OR), where the carbohydrate residue is esterified through sulfur instead of oxygen, alkaline hydrolysis yields the salt of a thiol (X— SH). In the cases of 1,2 5,6-di-0-isopropylidene-3-/S -[(methylthio)thio-carbonyl]-3-thio-D-glucofuranose (LXVI) and 2,3,4,6-tetra-0-acetyl-l-(S-(ethoxythiocarbonyl)-l-thio-/9-D-glucopyranose (LXXXI) this change was brought about very readily with methanolic ammonia, being accompanied in the latter instance by deacetylation. Sodium and potassiiun alkoxides have also been used. ... 

In contrast to the facile reaction of 1,2 3,4-di-0-isopropylidene-6-0-p-tolylsulfonyl-a-D-galactose with ethanethiolate anion, the same displacement reaction on 2,3 4,5-di-0-isopropylidene-l-0-p-tolylsulfonyl-/3-D-fructose, which also has a primary p-tolylsulfonyloxy group, proceeds more slowly, to give l-(S-ethyl-2,3 4,5-di-0-isopropylidene-l-thio-/3-D-fructose. This behavior parallels the reactivities of the two sulfonate ester derivatives with iodide ion. Inspection of models indicates that rear-side approach to C-1 in the D-fructose derivative is subject to considerably more steric hindrance than the approach to C-6 of the D-galactose derivative. 

Scheme 4 shows a novel route to 2-thiosophorose (51) which equilibrates readily with 2-thioepisophorose (52). Preparation of diheterodisaccharide 53 and related glycosidase inhibitors involved opening of bis-aziridine 54 with l,2 5,6-di-0-isopropylidene-3-thio-a-D-glucofuranose. ... 

Me glycoside, 4,6-isopropylidene, 2A,3-di-Ac Methyl 2-acetamido-3-0-acetyl-2-deoxy-4,6-0-isopropylidene-5-thio-oi-D-altropyranoside, 9CI [171079-50-8]... 

Acetamido-3-deoxy-l, 2-0-isopropylidene-a-i>glucofuraiiose, A-267 2-Acetamido-2-deoxy-5-thio-D- ucopyranose, A-349 2-Acetamido-2-deoxy-5-thio-a-D-glucopyranose, A-349 2-Acetamido-2-deoxy-3,4,6-tri-0-acetylglucopyranosyl chloride, A-9 2-Acetamido-3,4-di-0-acetyl-l,6-anhydro-2-deoxy-p-i>glucopyranose,... 

Di-0 -isopropylidene-p-D-idofuranose, 1-69 I,2 3,5-Di-0-isopropylidene-p-L-idofuranose, 1-69 1,2 5,6-Di-O-isopropylidene-p-L-idofuranose, 1-69 1,2 3,4-Di-0-isopropylidene-p-L-idoseptanose, I-IO l,2 4,5-Di-0-isopropylidene-fl-L-idoseptanose, I-IO 1,20 55, 60-Diisopropylidene-3-0-mesyl-5-thio-p-L-idofurajiose, T-76 l,2 5,6-Di-0-isopropylidene-3-0-methyl-p-L-idofuranose, 1-69... 

Diisopropylidene-5-thio-p-L-idofuranose, T-76 l,2 3,4-Di-0-isopropylidene-5-tosyl-p-L-idoseptanose, I-IO Idose a-L-Pyranose-/< rm, 1-9... 

---