79386-70-2

Upstream product

• 84170-91-2 methyl 4,6-O-benzylidene-3-deoxy-3-C-methyl-α-D-altropyranoside 
• 3150-15-0 methyl 2,3-anhydro-4,6-O-benzilidene-α-D-mannopyranoside 

Downstream Products

• 82793-06-4 Benzoic acid (2R,3S,4S,5S,6S)-5-hydroxy-6-methoxy-2,4-dimethyl-tetrahydro-pyran-3-yl ester 
• 478944-09-1 Benzoic acid (1R,2S,3S)-3,4-dihydroxy-2-methyl-1-vinyl-butyl ester 
• 478944-11-5 Benzoic acid (R)-1-((R)-(S)-1-oxiranyl-ethyl)-allyl ester 
• 478944-12-6 Benzoic acid (1R,2S,3R)-3-hydroxy-2-methyl-6-trimethylsilanyl-1-vinyl-hex-5-ynyl ester 
• 82793-07-5 Benzoic acid (2R,3S,4R,5S,6S)-5-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-2,4-dimethyl-tetrahydro-pyran-3-yl ester 

Relevant academic research and scientific papers

Synthesis and testing of 2alpha-modified 1alpha,25-dihydroxyvitamin D(3) analogues with a double side chain: marked cell differentiation activity.

The 2alpha-methyl-, 2alpha-(3-hydroxypropyl)-, and 2alpha-(3-hydroxypropoxy)-derivatives of the 'double side chain' analogue of 1alpha,25-dihydroxyvitamin D(3) were synthesized using Trost A-ring/CD-ring connective strategy. Regarding the requisite A-ring building blocks, a new, high yield and stereoselective route to the 2alpha-methyl compound starting from D-glucose was developed. All three new analogues showed potent HL-60 cancer cell differentiation activity.

REVISION OF THE ASSIGNMENT OF RELATIVE STEREOCHEMISTRY IN SIBIROSAMINE: SYNTHESIS OF METHYL N-TOSYL α-D-SIBIROSAMINOPYRANOSIDE

A synthesis of the N-toluenesulfonamide of α-methyl D-sibirosaminopyranoside has resulted in a reassignment of the relative stereochemistry of sibirosamine, a rare sugar found as its glycoside in sibiromycin.