497181-52-9

Upstream product

• 530-26-7 D-Mannose 
• 29847-39-0 Benzoic acid (3aS,6R,6aS)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl ester 
• 497181-37-0 (3R,5R)-1-benzyloxycarbonyl-3,5-bis(tert-butyldimethylsilyloxy)piperidin-4-ol 
• 497181-35-8 (3R,4S,5R)-1-benzyloxycarbonyl-4,5-isopropylidenedioxypiperidin-3-ol 
• 497181-36-9 (3R,5R)-3,4,5-Trihydroxy-piperidine-1-carboxylic acid benzyl ester 
• 14131-84-1 2,3:5,6-di-O-isopropylidene-α-D-mannofuranose 
• 170376-11-1 5-azido-1-O-benzoyl-5-deoxy-2,3-O-isopropylidene-α-D-lyxofuranose 
• 170554-25-3 (3aR,7R,7aS)-2,2-dimethylhexahydro[1,3]dioxolo[4,5-c]pyridin-7-ol 
• 110808-29-2 1-O-benzoyl-2,3-O-isopropylidene-5-O-(p-tolylsulfonyl)-α-D-lyxofuranose 
• 36574-21-7 α-D-mannose 
• 110808-28-1 1-O-benzoyl-2,3-O-isopropylidene-α-D-lyxofuranose 
• 57492-91-8 1-O-benzoyl 2,3-O-isopropylidene-α-D-lyxopentodialdehydo-1,4-furanoside 
• 57526-34-8 (+)-2,3:5,6-di-O-isopropylidene-α-D-mannofuranos-3-yl benzoate 
• 57492-90-7 1-O-benzoyl-2,3-O-isopropylidene-α-D-mannofuranoside 

Relevant academic research and scientific papers

Synthesis of novel 1α,25-dihydroxy-19-norvitamin D3 with an amide conjugate

The diene system of 1α,25-dihydroxy-19-norvitamin D3 was replaced by a stable amide bond. A 3-hydroxypropoxy group, which was effective on enhancing binding affinity of 1α,25-dihydroxyvitamin D3 for vitamin D receptor (VDR), was introduced to the C2-position of the amide type analogue of 1α,25-dihydroxy-19-norvitamin D3. The amide analogue was found to be not suitable for binding to the ligand binding domain of the bovine thymus VDR, and additional modification at the C2-position did not improve the affinity. Potency in induction of HL-60 cell differentiation was evaluated for the novel amide analogues (3a-c).

Design and efficient synthesis of new stable 1alpha,25-dihydroxy-19-norvitamin D3 analogues containing amide bond.

The design and synthesis of new 1alpha,25-dihydroxy-19-norvitamin D(3) analogues 3a-c, which have an amide bond in the molecule instead of the diene, are described. The A-ring moiety was constructed by a (3S,5S)-3,5-dihydroxypiperidine derivative (9, 11,