59975-17-6

Basic information

• Product Name: 3β,25-diacetoxycholest-5-ene
• Synonyms: 3β,25-diacetoxycholest-5-ene
• CAS NO: 59975-17-6
• Molecular Weight: 486.736
• Mol File: 59975-17-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3β,25-diacetoxycholest-5-ene(CAS DataBase Reference)
• NIST Chemistry Reference: 3β,25-diacetoxycholest-5-ene(59975-17-6)
• EPA Substance Registry System: 3β,25-diacetoxycholest-5-ene(59975-17-6)

Safety Data

• Hazardous Substances Data: 59975-17-6(Hazardous Substances Data)

Upstream product

• 2140-46-7 25-hydroxychlolesterol 
• 108-24-7 acetic anhydride 

Downstream Products

• 2140-46-7 25-hydroxychlolesterol 

Relevant articles and documents

NOVEL METHOD FOR SYNTHESIZING 25-OH CHOLESTEROL/CALCIFEDIOL FROM PHYTOSTEROL

The present invention discloses novel method for synthesizing vegan 25-OH cholesterol/Calcifediol from inexpensive crude phytosterol. According to the method, Phytosterols are reacted to form corresponding i-steroid through tosylation and methanolysis. i-steroid on reductive ozonolysis to C-22 alcohol and conversion via C-22 tosylate to C-22 iodide in good yield. Coupling of C-22 tosylate with Grignard reagent of 4-bromo-2-methyl-2-[(trimethylsilyl)oxy] butane followed by deprotection yielded 25-OH cholesterol. In a process variant, nickel mediated conjugate addition of C-22 iodide to an electron deficient alkene ethyl acrylate and treating corresponding ester with methyl magnesium bromide as means of installing the side chain of 25-OH cholesterol in high yield. Further bromination reaction of 25-OH cholesterol diacetate followed by dehydrobromination using TBAF yielded 25-OH 7-dehydrocholesterol. Further photo reaction of 25-OH 7-dehydrocholesterol in to previtamin D3 using high or medium pressure mercury lamp and subsequent thermal reaction of previtamin D3 to 25-OH vitamin D3(Calcifediol) in good yield.