121289-19-8

Basic information

• Product Name: 6-tert-ButyldiMethylsilyloxy-4-(1-Methylethenyl)-1-Methyl-cyclohexane 1,2-Epoxide
• Synonyms: 6-tert-ButyldiMethylsilyloxy-4-(1-Methylethenyl)-1-Methyl-cyclohexane 1,2-Epoxide;(1,1-DiMethylethyl)diMethyl[[(1R,2S,4R,6R)-1-Methyl-4-(1-Methylethenyl)-7-oxabicyclo[4.1.0]hept-2-yl]oxy]-silane
• CAS NO: 121289-19-8
• Molecular Formula: C₁₆H₃₀O₂Si
• Molecular Weight: 282.4937
• Product Categories: Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals;Chiral Reagents, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 121289-19-8.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Solubility: Chloroform, Dichloromethane, Ethyl Acetate
• CAS DataBase Reference: 6-tert-ButyldiMethylsilyloxy-4-(1-Methylethenyl)-1-Methyl-cyclohexane 1,2-Epoxide(CAS DataBase Reference)
• NIST Chemistry Reference: 6-tert-ButyldiMethylsilyloxy-4-(1-Methylethenyl)-1-Methyl-cyclohexane 1,2-Epoxide(121289-19-8)
• EPA Substance Registry System: 6-tert-ButyldiMethylsilyloxy-4-(1-Methylethenyl)-1-Methyl-cyclohexane 1,2-Epoxide(121289-19-8)

Safety Data

• Hazardous Substances Data: 121289-19-8(Hazardous Substances Data)

Usage

Description

6-tert-ButyldiMethylsilyloxy-4-(1-Methylethenyl)-1-Methyl-cyclohexane 1,2-Epoxide is a complex organic compound characterized by its pale yellow liquid appearance. It is a versatile intermediate in the synthesis of various chemical products, particularly in the preparation of Dihydroxyvitamin D3 and its associated metabolites.

Uses

Used in Pharmaceutical Industry:
6-tert-ButyldiMethylsilyloxy-4-(1-Methylethenyl)-1-Methyl-cyclohexane 1,2-Epoxide is used as an intermediate in the synthesis of Dihydroxyvitamin D3 and its associated metabolites. This application is crucial due to the compound's ability to facilitate the production of essential vitamins and their derivatives, which play a significant role in maintaining human health and addressing specific medical conditions.
Used in Chemical Synthesis:
In the field of chemical synthesis, 6-tert-ButyldiMethylsilyloxy-4-(1-Methylethenyl)-1-Methyl-cyclohexane 1,2-Epoxide serves as a valuable building block for creating a wide range of chemical products. Its unique structure and reactivity make it an essential component in the development of new compounds with potential applications in various industries, including pharmaceuticals, materials science, and agrochemicals.
The compound's versatility and utility in different applications highlight its importance in the chemical and pharmaceutical industries, where it contributes to the development of innovative products and solutions for various needs.

Upstream product

• 35692-59-2 (1S,2S,4S,6R)-1-methyl-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptan-2-ol 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 36616-60-1 (1R,4R,6R)-4-isopropenyl-1-methyl-7-oxabicyclo[4.1.0]heptan-2-one 
• 6485-40-1 (R)-Carvone 

Downstream Products

• 121289-20-1 (1S,2S,4R,6R)-2,4-bis(tert-butyldimethylsilyloxy)-1-methyl-7-oxabicyclo[4.1.0]heptane 
• 633294-39-0 (2S,4R,6R)-2-(tert-butyldimethylsilyloxy)-4-(tert-butyldiphenylsilyloxy)-6-trimethylsilyloxy-cyclohexanone 
• 121289-21-2 (1R,3S,5R)-3,5-bis(tert-butyldimethylsilyloxy)-2-methylenecyclohexanol 
• 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 
• 205681-08-9 (2R,5R,7R,9S,10S)-5-benzyloxy-2-phenylhexahydrobenzo[1.3]dioxin-7-ol 
• 205681-10-3 (2R,5R,7S,9S,10S)-5-benzyloxy-2-phenylhexahydrobenzo[1.3]dioxin-7-ol 
• 205681-09-0 Benzoic acid (2R,4aS,5R,7S,8aS)-5-benzyloxy-2-phenyl-hexahydro-benzo[1,3]dioxin-7-yl ester 
• 205681-07-8 (2R,5R,7R,9S,10S)-5-benzyloxy-7-(tert-butyldimethylsilyloxy)-2-phenylhexahydrobenzo[1.3]dioxine 
• 205681-12-5 (1S,2R,3R,5S)-5-adenin-9-yl-3-benzyloxy-2-(hydroxymethyl)cyclohexanol 
• 205681-15-8 (1S,2R,3R,5S)-5-guanin-9-yl-3-benzyloxy-2-(hydroxymethyl)cyclohexanol 
• 205681-11-4 (2R,5R,7R,9S,10S)-7-adenin-9-yl-5-benzyloxy-2-phenylhexahydrobenzo[1.3]dioxine 
• 205681-14-7 (2R,5R,7R,9S,10S)-7-guanin-9-yl-5-benzyloxy-2-phenylhexahydrobenzo[1.3]dioxine 

Relevant articles and documents

Stereoselective synthesis of enantiomerically pure, orthogonally protected 2-methylenecyclohexane-1,3,5-triols and 2,4,6-trihydroxycyclohexanones

The triply silyl protected 2-methylenecyclohexane-1,3,5-triols 1a-c (C-1: tert-butyldimethylsilyl, TBDMS; C-3: trimethylsilyl, TMS; C-5: tert-butyldiphenylsilyl, TBDPS) were prepared from (R)-(-)-carvone in seven synthetic steps (overall yields: 29-53%). Ozonolysis in the presence of triethylamine yielded the triply protected 2,4,6-trihydroxycyclohexanones 2a-c (85%-quant.). The configuration of the products was proven by NOESY studies and by chemical correlation.

Enantioselective approach to the synthesis of cyclohexane carbocyclic nucleosides

(R)-(-)-Carvone was used as starting material for the synthesis of a new series of 2-(hydroxymethyl)-cyclohexane-1,3-diol nucleosides. The enantioselective precursors of the nucleoside analogues were obtained via a stereo- and regioselective hydroboration reaction. The compounds have equatorial oriented base moieties despite the presence of three other axial substituents.