865539-88-4

Basic information

• Product Name: 3β-triethylsilyloxy-9,10-seco-stigmasta-5(E),7(E),10(19)-triene
• Synonyms: 3β-triethylsilyloxy-9,10-seco-stigmasta-5(E),7(E),10(19)-triene
• CAS NO: 865539-88-4
• Molecular Weight: 526.962
• Mol File: 865539-88-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3β-triethylsilyloxy-9,10-seco-stigmasta-5(E),7(E),10(19)-triene(CAS DataBase Reference)
• NIST Chemistry Reference: 3β-triethylsilyloxy-9,10-seco-stigmasta-5(E),7(E),10(19)-triene(865539-88-4)
• EPA Substance Registry System: 3β-triethylsilyloxy-9,10-seco-stigmasta-5(E),7(E),10(19)-triene(865539-88-4)

Safety Data

• Hazardous Substances Data: 865539-88-4(Hazardous Substances Data)

Upstream product

• 6020-61-7 3β-O-acetyl-5,7-dienesitosterol 
• 915-05-9 stigmast-5-en-3-yl acetate 
• 865539-86-2 (S)-3-[(1R,3aS,7aR)-1-((1R,4R)-4-Ethyl-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidenemethyl]-2,2-dioxo-2,3,4,5,6,7-hexahydro-1H-2λ⁶-benzo[c]thiophen-5-ol 
• 865539-85-1 Acetic acid (S)-3-[2-[(1R,3aS,7aR)-1-((1R,4R)-4-ethyl-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-4-methylene-cyclohexyl ester 
• 54200-16-7 Acetic acid (3S,8S,9S,10R,13R,14S,17R)-7-bromo-17-((1R,4R)-4-ethyl-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester 
• 71761-06-3 9,10-seco-stigmasta-5(Z),7(E),10(19)-trien-3β-ol 
• 865539-87-3 9,10-seco-stigmasta-5(E),7(E),10(19)-trien-3β-ol 
• 994-30-9 triethylsilyl chloride 

Relevant articles and documents

Synthesis of 1α-Hydroxyvitamin D5 using a modified two wavelength photolysis for vitamin D formation

1α-Hydroxyvitamin D5 (1) is a promising chemopreventive agent for breast cancer and is being developed as a drug. We report a synthesis for this vitamin D analogue which uses a photochemical method for the B-ring opening, leading to the conjugated triene system. The precursor 7-dehydrositosteryl acetate (4) obtained through a one-pot, five-step procedure, was completely free of the 4,6-diene isomer that usually forms in the 5,7-diene synthesis. The pre-vitamin isomer (11) was generated using a modified two-wavelength photolysis procedure that increases the yield for this step more than 3-fold compared to classically used photolysis. The 1α-hydroxylation step was performed on the 3-triethylsilyl-trans-vitamin D5 (17) obtained via the sulfur dioxide adduct of cis-vitamin D5, in an overall yield of 48%. Photoisomerization and deprotection completed the synthesis.