29261-12-9

Usage

Uses

Α hydroxylated metabolite of Vitamin D3 (V676045).

InChI:InChI=1/C27H44O3/c1-19-9-12-23(29)17-22(19)11-10-21-8-6-16-27(4)24(13-14-25(21)27)20(2)7-5-15-26(3,30)18-28/h10-11,20,23-25,28-30H,1,5-9,12-18H2,2-4H3/b21-10+,22-11+

Upstream product

• 88099-49-4 (25S)-25,26-dihydroxyvitamin D₃ 3β,26-diacetate 
• 5255-17-4 3β-hydroxy-5-cholenoic acid 
• 66414-43-5 3β-(tetrahydro-2H-pyran-2-yloxy)chol-5-en-24-ol 
• 66414-44-6 3β-(tetrahydro-2H-pyran-2-yloxy)chol-5-en-24-al 
• 88099-49-4 Acetic acid (S)-3-[2-[(1R,7aR)-1-((1R,5R)-6-acetoxy-5-hydroxy-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-4-methylene-cyclohexyl ester 
• 42737-52-0 (25R)-3β,26-diacetoxy-25-hydroxycholesta-5,7-diene 
• 87002-39-9 (25S)-25,26-dihydroxy-3β-tetrahydropyranyloxycholest-5-ene 
• 69401-17-8 (25R)-3β,25,26-trihydroxycholest-5-ene 
• 69343-06-2 ethyl (24E)-3β-tetrahydropyranyloxycholesta-5,24-dien-26-oate 
• 78191-96-5 3β-tetrahydropyranyloxycholesta-5,25-dien-24-one 
• 88156-14-3 (24E)-26-hydroxy-3β-tetrahydropyranyloxycholesta-5,24-diene 
• 42737-53-1 (25S)-3β,26-diacetoxy-25-hydroxycholesta-5,7-diene 
• 42737-51-9 (25S)-3β,26-diacetoxy-25-hydroxycholest-5-ene 
• 67528-77-2 (25S)-3β,25,26-trihydroxycholest-5-ene 

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.