142864-50-4

Upstream product

• 60103-15-3 24(S),25-Dihydroxycholesterol 
• 5255-17-4 3β-hydroxy-5-cholenoic acid 
• 69343-06-2 ethyl (24E)-3β-tetrahydropyranyloxycholesta-5,24-dien-26-oate 
• 88099-54-1 (24S,25R)-24-benzoyloxy-3β,25,26-trihydroxycholest-5-ene 
• 88099-51-8 (24S,25S)-26-benzoyloxy-24,25-epoxy-3β-tetrahydropyranyloxycholest-5-ene 
• 88099-55-2 Benzoic acid (1S,4R)-4-((3S,8S,9S,10R,13R,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-1-[(R)-1-hydroxy-1-methyl-2-(toluene-4-sulfonyloxy)-ethyl]-pentyl ester 
• 60103-14-2 (24R)-3β,24,25-Trihydroxy-cholest-5-ene 
• 88099-52-9 (24R,25S)-24-benzoyloxy-3β,25,26-trihydroxycholest-5-ene 
• 88099-50-7 (24R,25R)-26-benzoyloxy-24,25-epoxy-3β-tetrahydropyranyloxycholest-5-ene 
• 88099-55-2 Benzoic acid (1R,4R)-4-((3S,8S,9S,10R,13R,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-1-[(S)-1-hydroxy-1-methyl-2-(toluene-4-sulfonyloxy)-ethyl]-pentyl ester 
• 78192-01-5 (24R,25R)-24,25-epoxy-26-hydroxy-3β-tetrahydropyranyloxycholest-5-ene 
• 78191-97-6 (24R,25S)-25,26-epoxy-24-hydroxy-3β-tetrahydropyranyloxycholest-5-ene 
• 78216-63-4 (24R)-3β,24-dihydroxycholesta-5,25-diene 3-(tetrahydropyran-2-yl) ether 
• 78191-95-4 3β,24-dihydroxycholesta-5,25-diene 3-(tetrahydropyran-2-yl) ether 

Relevant academic research and scientific papers

Stereoselective Introduction of Hydroxy Groups into the Cholesterol Side Chain. Preparation of (24R)- and (24S)-24,25-Dihydroxy- and (25R)- and (25S)-25,26-Dihydroxyvitamin D3 by Asymmetric Synthesis

24,25-Epoxy-26-hydroxy-3β-tetrahydropyranyloxycholest-5-enes (7a) and (8a), prepared by asymmetric epoxidation of the allylic alcohol (4), and 24-hydroxy-3β-tetrahydropyranyloxycholesta-5,25-dienes (11) and (12), synthesized by asymmetric reduction of the enone (6), were stereoselectively converted into 25,26-and 24,25-dihydroxycholesterol derivatives, which could be transformed into 25,26- and 24,25-dihydroxyvitamin D3.The highly stereoselective epoxide cleavage of 26-benzoyloxy-24,25-epoxides (7b), (8b), (25), and (26) was found to proceed with retention at C-24.

Syntheses of 24R,25- and 24S,25-dihydroxycholecalciferol

Syntheses of 24R,25- and 24S,25-dihydroxycholecalciferol, the biologically important metabolite and derivative, respectively, of vitamin D3, are described.