97473-92-2

Usage

Type

Vitamin D hormone

Role

Crucial in calcium and phosphorus metabolism

Production

Synthesized in the kidneys

Function

Regulates calcium levels in the body

Importance

Essential for maintaining healthy bones and teeth

Importance

Necessary for normal functioning of the immune system

Protective effects

Has protective effects on various tissues and organs

Deficiency

Can lead to rickets in children and osteomalacia in adults

Therapeutic use

Often used to treat conditions related to vitamin D deficiency

InChI:InChI=1/C29H48O3/c1-6-29(32,7-2)15-8-9-20(3)26-13-12-24-17-22(14-16-28(24,26)5)10-11-23-18-25(30)19-27(31)21(23)4/h10-11,20,24-27,30-32H,4,6-9,12-19H2,1-3,5H3/b22-10+,23-11+/t20-,24+,25-,26-,27+,28+/m1/s1

Upstream product

• 97453-15-1 26,27-dimethylcholesta-5,7-diene-1α,3β,25-triol 
• 5255-17-4 3β-hydroxy-5-cholenoic acid 
• 54668-67-6 3β,24-dihydroxychol-5-ene 
• 106372-48-9 1α,3β-bis(methoxymethoxy)-26,27-bisnorcholest-5-en-25-oic acid methyl ester 
• 97473-91-1 26,27-dimethylcholest-5-ene-1α,3β,25-triol 
• 106372-41-2 1α,3β-bis(methoxymethoxy)chol-5-en-24-ol 
• 115567-37-8 1α,3β-bis(methoxymethoxy)chol-5-en-24-yl cyanide 
• 97453-12-8 1α,3β-diacetoxy-26,27-dimethylcholest-5-en-25-ol 
• 118790-86-6 24-hydroxychola-1,4,6-trien-3-one 
• 115567-36-7 1α,3β-bis(methoxymethoxy)-24-p-toluenesulfonyloxychol-5-ene 
• 118790-94-6 (1S,3R,8S,9S,10R,13R,14S,17R)-10,13-Dimethyl-17-[(R)-1-methyl-4-(tetrahydro-pyran-2-yloxy)-butyl]-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-1,3-diol 
• 103742-66-1 Acetic acid (1S,3R,8S,9S,10R,13R,14S,17R)-3-acetoxy-7-bromo-17-((R)-5-ethyl-5-hydroxy-1-methyl-heptyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-1-yl ester 
• 97453-14-0 Acetic acid (1S,3R,9S,10R,13R,14R,17R)-3-acetoxy-17-((R)-5-ethyl-5-hydroxy-1-methyl-heptyl)-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl ester 
• 118790-95-7 2-[(R)-4-((1S,3R,8S,9S,10R,13R,14S,17R)-1,3-Bis-methoxymethoxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-pentyloxy]-tetrahydro-pyran 

Relevant academic research and scientific papers

Parallel synthesis of a vitamin D3 library in the solid-phase

A highly efficient synthesis of the vitamin D3 system on solid support is described. Two synthetic strategies for the solid-phase synthesis of vitamin D3 were developed. One is for 11-hydroxy analogues, and the other is for most other synthetic analogues. In the latter strategy, the sulfonate-linked CD-ring 58 was initially immobilized on PS-DES resin to give solid-supported CD-ring 63 (Scheme 10). Similarly, solid-supported CD-ring 63 was prepared by attachment of the CD-ring 10 to the chlorosulfonate resin 64. The vitamin D3 system was synthesized by Horner-Wadsworth-Emmons reaction of the A-ring phosphine oxide to a solid-supported CD-ring, followed by simultaneous introduction of the side chain and cleavage from resin with a Cu1-catalyzed Grignard reagent. Parallel synthesis of the vitamin D3 analogues was accomplished by a split and pool methodology utilizing radio frequency encoded combinatorial chemistry, and a manual parallel synthesizer for side chain diversification and deprotection. Additionally, we demonstrated the synthesis of various A-rings in a similar protocol for efficient preparation of building blocks.

1α,25-dihydroxy-26,27-dimethylcholecalciferol and its use in the treatment of calcium pathobolism

1α,25-Dihydroxy-26,27-dimethylcholecalciferol represented by formula: STR1 This compound is prepared by irradiating 26,27-dimethylcholesta-5,7-diene-1α,3β,25-triol with ultraviolet light, and is useful for the prevention or treatment of calcium pathobolism or osteoporosis.