64714-19-8

Upstream product

• 10226-73-0 (1S,2R,3S,4R,5R)-5-Hydroxymethyl-cyclohexane-1,2,3,4-tetraol 
• 74522-86-4 (1RS,2RS,7SR,9RS,10RS)-9-acetoxy-4,4,12,12-tetramethyl-3,5,11,13-tetraoxatricyclo<8.3.0.0>tridecane (1-O-acetyl-2,3:4,7-di-O-isopropylidene-pseudo-α-DL-galactopyranose) 
• 64716-98-9 (1RS,2RS,7SR,9RS,10RS)-4,4,12,12-tetramethyl-3,5,11,13-tetraoxatricyclo<8.3.0.0^3,8>tridecan-9-ol 
• 98-59-9 p-toluenesulfonyl chloride 
• 74517-36-5 tetra-O-acetyl-(1,3,5/2,4)-2-bromo-5-hydroxymethyl-1,3,4-cyclohexanetriol 
• 69982-68-9 endo-3-acetoxy-endo-5-acetoxymethyl-exo-2-bromo-7-oxabicyclo<2.2.1>heptane 
• 74561-02-7 DL-penta-O-acetyl-(1,4/2,3,5)-5-(hydroxymethyl)-1,2,3,4-cyclohexanetetrol 
• 64716-98-9 (1RS,2RS,7RS,9SR,10RS)-4,4,12,12-tetramethyl-3,5,11,13-tetraoxatricyclo<8.3.0.0^2,7>-tridecan-9-ol 

Relevant academic research and scientific papers

SYNTHESIS OF SOME DERIVATIVES OF PSEUDO-α-GALACTOPYRANOSE

Isopropylidenation of DL-(1,2/3,4,5)-5-hydroxymethyl-1,2,3,4-cyclohexanetetrol (1) with 2,2-dimethoxypropane in N,N-dimethylformamide in the presence of toluene-p-sulfonic acid gave the 1,2:3,4-, 1,2:4,7-, and 2,3:4,7-di-O-isopropylidene derivatives.Several C-7 substituted derivatives of 1 of biological interest have been prepared by nucleophilic displacement reactions of the tosylate derived from the most readily avaible 1,2:3,4-di-O-isopropylidene derivative 3.Condensation of 3 with 2,3,4,6-tera-O-acetyl-α-D-glucopyranosyl bromide gave diastereoisomeric products, which were converted into 7-O-(β-D-glucopyranosyl)-pseudo-α-D- (26A) and -L-galactopyranose (26B), the structures of which were confirmed by degradation of the octa-acetate of 26A, yielding the know pseudo-α-D-galactopyranose penta-acetate.