121289-20-1

Basic information

• Product Name: (1R,2S,4R,6R)-2,4-Bis(tert-butyldiMethylsilyloxy)-1-Methyl-cyclohexane 1,2-Epoxide
• Synonyms: (1R,2S,4R,6R)-2,4-Bis(tert-butyldiMethylsilyloxy)-1-Methyl-cyclohexane 1,2-Epoxide;[[(1R,2S,4R,6R)-1-Methyl-7-oxabicyclo[4.1.0]heptane-2,4-diyl]bis(oxy)]bis[(1,1-diMethylethyl)diMethyl-silane
• CAS NO: 121289-20-1
• Molecular Formula: C₁₉H₄₀O₃Si₂
• Molecular Weight: 373
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 121289-20-1.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Solubility: Chloroform, Dichloromethane, Ethyl Acetate
• CAS DataBase Reference: (1R,2S,4R,6R)-2,4-Bis(tert-butyldiMethylsilyloxy)-1-Methyl-cyclohexane 1,2-Epoxide(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2S,4R,6R)-2,4-Bis(tert-butyldiMethylsilyloxy)-1-Methyl-cyclohexane 1,2-Epoxide(121289-20-1)
• EPA Substance Registry System: (1R,2S,4R,6R)-2,4-Bis(tert-butyldiMethylsilyloxy)-1-Methyl-cyclohexane 1,2-Epoxide(121289-20-1)

Safety Data

• Hazardous Substances Data: 121289-20-1(Hazardous Substances Data)

Usage

Uses

Intermediate in the preparation of Dihydroxyvitamin D3 and associated metabolites.

Upstream product

• 191849-75-9 Acetic acid (1R,3S,5S,6S)-5-hydroxy-6-methyl-7-oxa-bicyclo[4.1.0]hept-3-yl ester 
• 6485-40-1 (R)-Carvone 
• 205681-01-2 (1S,2S,4R,6R)-2-(tert-butyldimethylsilyloxy)-4-acetyl-1-methyl-7-oxabicyclo[4.1.0]heptane 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 132870-51-0 (1R,3R,5S,6S)-5-(tert-butyldimethylsilyloxy)-6-methyl-7-oxabicyclo[4.1.0]heptan-3-ol 
• 191849-78-2 (1S,2S,4S,6R)-1-Methyl-7-oxa-bicyclo[4.1.0]heptane-2,4-diol 
• 121289-19-8 tert-butyl-[(1S,2S,4R,6R)-4-iso-propenyl-1-methyl-7-oxabicyclo[4.1.0]hept-2-yloxy]dimethylsilane 
• 132870-50-9 (1S,2S,4R,6R)-2-(tert-butyldimethylsilyloxy)-4-acetyloxy-1-methyl-7-oxabicyclo[4.1.0]heptane 
• 36616-60-1 (1R,4R,6R)-4-isopropenyl-1-methyl-7-oxabicyclo[4.1.0]heptan-2-one 
• 35692-59-2 (1S,2S,4S,6R)-1-methyl-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptan-2-ol 

Downstream Products

• 205681-06-7 (1S,2R,3R,5S)-3-benzyloxy-5-(tert-butyldimethylsilyloxy)-2-hydroxymethyl-cyclohexanol 
• 205681-03-4 (1S,3R,5R)-3-benzyloxy-1,5-bis(tert-butyldimethylsilyloxy)-2-methylenecyclohexane 
• 205681-04-5 (1S,2S,3R,5R)-3-benzyloxy-1,5-bis(tert-butyldimethylsilyloxy)-2-(hydroxymethyl)cyclohexane 
• 121314-05-4 1-{(Z)-2-[(1R,3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohexyl]-vinyloxymethyl}-4-methoxy-benzene 
• 121289-24-5 (S)-1-[(1S,3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohexyl]-2-(4-methoxy-benzyloxy)-ethanol 
• 121289-27-8 1-{2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-ethoxymethyl}-4-methoxy-benzene 
• 132870-52-1 Methanesulfonic acid (1R,3S,5S)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohexyl ester 
• 121289-28-9 (S)-1-[(1S,3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohexyl]-ethane-1,2-diol 
• 121289-22-3 (4R,6S)-4,6-Bis-(tert-butyl-dimethyl-silanyloxy)-1-iodomethyl-cyclohexene 
• 74064-30-5 (3S,5R)-3,5-Bis[(tert-butyldimethylsilyl)oxy]-2-methylcyclohex-1-en-1-carboxaldehyde 
• 141847-50-9 E-(3S,5R)-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylenecyclohexylidene]acetic acid methyl ester 
• 81506-24-3 [3S-(1Z,3α,5β)]-2-[3,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methylenecyclohexylidene]ethanol 
• 129482-80-0 methyl (Z,3S,5R)-[3,5-bis(tert-butyldimethylsilyl)oxy-2-methylenecyclohexylidene]acetate 
• 205681-14-7 (2R,5R,7R,9S,10S)-7-guanin-9-yl-5-benzyloxy-2-phenylhexahydrobenzo[1.3]dioxine 

Relevant articles and documents

A novel and enantioselective approach to the synthesis of cyclohexane carbocyclic nucleosides starting from (-)-carvone

3,5-dihydroxy-4-(hydroxymethyl)-1-cyclohexanyl adenine has been synthesized starting from (-)-carvone. The adenine base was introduced via Mitsunobu reaction. Conformational analysis showed that the base still adopts the equatorial position at the expense of three axial substituents.

Efficient and versatile synthesis of A-ring precursors of 1α,25-dihydroxyvitamin D3 and analogues. Application to the synthesis of Lythgoe-Roche phosphine oxide

An efficient, versatile synthesis of Lythgoe-Phosphine Oxide has been developed starting from l-carvene. The key steps are rupture of protected epoxide 7 to give dicarbonyl compound 8, preparation of vinylic triflate 2, and palladium-catalysed cyclization-carbonylation of vinylic triflate 2.