96685-53-9

Basic information

• Product Name: 2-[5-(tert-Butyl-dimethyl-silanyloxy)-2-methylene-cyclohexylidene]-ethanol
• Synonyms: 2-[5-(tert-Butyl-dimethyl-silanyloxy)-2-methylene-cyclohexylidene]-ethanol;(2Z)-2-[(5S)-O-tert-Butyldimethylsilyl-2-methylenecyclohexylidene]ethanol;(2Z)-2-[(5S)-5-[[(1,1-diMethylethyl)diMethylsilyl]oxy]-2-Methylenecyclohexylidene]ethanol;(S,Z)-2-(5-((tert-butyldiMethylsilyl)oxy)-2-Methylenecyclohexylidene)ethanol;2-[5S-(tert-Butyl-dimethyl-silanyloxy)-2-methylene-cyclohexylidene]-ethanol
• CAS NO: 96685-53-9
• Molecular Formula: C₁₅H₂₈O₂Si
• Molecular Weight: 268.47
• Product Categories: Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 96685-53-9.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 323.116°C at 760 mmHg
• Flash Point: 149.215°C
• Appearance: /
• Density: 0.939g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.476
• Solubility: Dichloromethane, Ether, Ethyl Acetate,
• CAS DataBase Reference: 2-[5-(tert-Butyl-dimethyl-silanyloxy)-2-methylene-cyclohexylidene]-ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[5-(tert-Butyl-dimethyl-silanyloxy)-2-methylene-cyclohexylidene]-ethanol(96685-53-9)
• EPA Substance Registry System: 2-[5-(tert-Butyl-dimethyl-silanyloxy)-2-methylene-cyclohexylidene]-ethanol(96685-53-9)

Safety Data

• Hazardous Substances Data: 96685-53-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H28O2Si/c1-12-7-8-14(11-13(12)9-10-16)17-18(5,6)15(2,3)4/h9,14,16H,1,7-8,10-11H2,2-6H3/b13-9-/t14-/m0/s1

Upstream product

• 84927-67-3 3β-O-(tert-butyldimethylsilyl)-7,8-dihydroxy-7,8-dihydrovitamin D3 
• 150255-34-8 (4-Bromo-1-prop-2-ynyl-pent-4-enyloxy)-tert-butyl-dimethyl-silane 
• 156137-75-6 7-Bromo-oct-7-en-1-yn-4-ol 
• 50-14-6 vitamin D₂ 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 67337-15-9 <(1Z),(5S)>-2-<5-hydroxy-2-methylcyclohexylidene>-ethanol 
• 935-79-5 cis-1,2,3,6-tetrahydrophthalic anhydride 
• 104846-62-0 3(S)-tert-butyldimethylsilyloxy-9,10-secoergosta-5,7(E),10⁽¹⁹⁾,22(E)-tetraene 
• 1014717-75-9 (S,Z)-tert-butyl(2-(5-((tert-butyldimethylsilyl)oxy)-2-methylenecyclohexylidene)ethoxy)dimethylsilane 
• 84985-78-4 (4R,7aR)-1-((2R,5R,E)-5,6-dimethylhept-3-en-2-yl)-4-((R,Z)-1-hydroxy-2-((S)-5-hydroxy-2-methylenecyclohexylidene)ethyl)-7a-methyloctahydro-1H-inden-4-ol 

Downstream Products

• 245115-89-3 (Z,S)-2-[2-[5-(tert-Butyldimethylsilyloxy)-2-methylenecyclohexylidene]ethylsulfanyl]benzothiazole 
• 67-97-0 vitamin D₃ 
• 87649-55-6 tert-Butyl-{(S)-3-[2-[(1R,3aS,7aR)-1-(1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-4-methylene-cyclohexyloxy}-dimethyl-silane 
• 96685-54-0 Acetic acid 1-[(1R,3aR,7aR)-4-benzenesulfonyl-1-(1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-4-yl]-2-[(S)-5-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-ethyl ester 
• 100858-27-3 (S)-(Z)-{2-[5-(tert-butyldimethylsiloxy)-2-methylenecyclohexylidene]ethyl}diphenylphosphine oxide 
• 84927-61-7 23-oxa-25-hydroxyvitamin D₃ 
• 84927-72-0 23-oxa-25,26-dehydrovitamin D₃ 
• 84927-73-1 tert-Butyl-dimethyl-{(S)-4-methylene-3-[2-[(1R,3aS,7aR)-7a-methyl-1-[(S)-1-methyl-2-(2-methyl-allyloxy)-ethyl]-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-cyclohexyloxy}-silane 
• 651734-12-2 20S-Hydroxyvitamin D₃ 
• 199798-84-0 1-alpha-fluoro-25-hydroxy-16,23E-diene-26,27-bishomo-20-epi-cholecalciferol 
• 926315-15-3 benzoic acid 2-[(3S,5R)-5-(tert-butyl-dimethyl-silanyloxy)-3-fluoro-2-methylene-cyclohex-(Z)-ylidene]-ethyl ester 
• 926315-12-0 benzoic acid (2R,3S,7S)-7-((t-butyldimethyl)silanyloxy)-4-methylene-1-oxa-spiro[2.5]oct-2-yl methyl ester 
• 926315-14-2 benzoic acid (2R,3S,5S,7R)-[7-(t-butyldimethyl)silanyloxy-5-fluoro-4-methylene-1-oxa-spiro[2.5]oct-2-yl] methyl ester 
• 926315-13-1 benzoic acid (2R,3S,5R,7S)-7-((t-butyldimethyl)silanyloxy)-5-hydroxy-4-methylene-1-oxa-spiro[2.5]oct-2-yl methyl ester 

Relevant articles and documents

Asymmetric Synthesis of Vitamin D3 Analogues: Organocatalytic Desymmetrization Approach toward the A-Ring Precursor of Calcifediol

A novel asymmetric synthesis has been developed for the construction of the A-ring of a chiral precursor to calcifediol. The highlights of this synthesis include (i) the introduction of the stereochemistry at the C5-position of the A-ring through the orga

Furan approach to vitamin D analogues. Synthesis of the A-ring of calcitriol and 1α-hydroxy-3-deoxyvitamin D3

The A-rings of calcitriol (1α,25-dihydroxyvitamin D3) and 1α-hydroxy-3-deoxyvitamin D3 were synthesized using the furan approach. The critical steps in the synthesis of the A-ring of calcitriol involved an asymmetric carbonyl-ene reaction of 3-methylene-2,3-dihydrofuran with 3-(tert-butyldimethylsiloxy)propanal, a diastereoselective Friedel-Crafts hydroxyalkylation, an oxidation of the 2,3-disubstituted furan to give a γ-hydroxybutenolide, and a Peterson olefination. The A-ring (Z)-dienol of calcitriol was synthesized in 12 steps from 3-(tert-butyldimethylsiloxy)propanal in 17% yield.

NOVEL METHOD

There is provided a method of prevention of adhesions, eg surgical adhesions, which comprises using a vitamin D compound.