139356-32-4

Basic information

• Product Name: (1α,3R,4α,5R)-3,5-Bis[[(1,1-diMethylethyl)diMethylsilyl]oxy]-1-hydroxy-4-(1H-iMidazol-1-ylthioxoMethoxy)-cyclohexanecarboxylic Acid Methyl Ester
• Synonyms: (1α,3R,4α,5R)-3,5-Bis[[(1,1-diMethylethyl)diMethylsilyl]oxy]-1-hydroxy-4-(1H-iMidazol-1-ylthioxoMethoxy)-cyclohexanecarboxylic Acid Methyl Ester;[1R-(1α,3α,4α,5β)]-3,5-Bis[[(1,1-diMethylethyl)diMethylsilyl]oxy]-1-hydroxy-4-(1H-iMidazol-1-ylthioxoMethoxy)-
• CAS NO: 139356-32-4
• Molecular Formula: C₂₄H₄₄N₂O₆SSi₂
• Molecular Weight: 544.85196
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds;Pharmaceuticals, Intermediates & Fine Chemicals, Sulfur & Selenium Compounds
• Mol File: 139356-32-4.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• Solubility: CDCl3, CD3OD
• CAS DataBase Reference: (1α,3R,4α,5R)-3,5-Bis[[(1,1-diMethylethyl)diMethylsilyl]oxy]-1-hydroxy-4-(1H-iMidazol-1-ylthioxoMethoxy)-cyclohexanecarboxylic Acid Methyl Ester(CAS DataBase Reference)
• NIST Chemistry Reference: (1α,3R,4α,5R)-3,5-Bis[[(1,1-diMethylethyl)diMethylsilyl]oxy]-1-hydroxy-4-(1H-iMidazol-1-ylthioxoMethoxy)-cyclohexanecarboxylic Acid Methyl Ester(139356-32-4)
• EPA Substance Registry System: (1α,3R,4α,5R)-3,5-Bis[[(1,1-diMethylethyl)diMethylsilyl]oxy]-1-hydroxy-4-(1H-iMidazol-1-ylthioxoMethoxy)-cyclohexanecarboxylic Acid Methyl Ester(139356-32-4)

Safety Data

• Hazardous Substances Data: 139356-32-4(Hazardous Substances Data)

Usage

Description

(1α,3R,4α,5R)-3,5-Bis[[(1,1-diMethylethyl)diMethylsilyl]oxy]-1-hydroxy-4-(1H-iMidazol-1-ylthioxoMethoxy)-cyclohexanecarboxylic Acid Methyl Ester is a complex organic compound characterized by its unique molecular structure and functional groups. It is a derivative of cyclohexanecarboxylic acid with a methyl ester group, and it features a 1H-imidazol-1-ylthioxomethoxy moiety attached to the 4-position. The molecule also contains two (1,1-dimethylethyl)dimethylsilyl groups attached to the 3and 5-positions, which may contribute to its unique properties and potential applications.

Uses

Used in Pharmaceutical Industry:
(1α,3R,4α,5R)-3,5-Bis[[(1,1-diMethylethyl)diMethylsilyl]oxy]-1-hydroxy-4-(1H-iMidazol-1-ylthioxoMethoxy)-cyclohexanecarboxylic Acid Methyl Ester is used as an intermediate in the synthesis of Vitamin D compounds for the pharmaceutical industry. Its unique structure and functional groups make it a valuable building block for the development of new drugs and therapeutic agents.
Used in Chemical Research:
(1α,3R,4α,5R)-3,5-Bis[[(1,1-diMethylethyl)diMethylsilyl]oxy]-1-hydroxy-4-(1H-iMidazol-1-ylthioxoMethoxy)-cyclohexanecarboxylic Acid Methyl Ester can also be used as a research tool in the field of organic chemistry, particularly in the study of cyclohexane derivatives, silyl ethers, and imidazole-containing compounds. Its synthesis and reactivity can provide insights into the development of new synthetic methods and the exploration of novel chemical reactions.
Used in Material Science:
The unique properties of (1α,3R,4α,5R)-3,5-Bis[[(1,1-diMethylethyl)diMethylsilyl]oxy]-1-hydroxy-4-(1H-iMidazol-1-ylthioxoMethoxy)-cyclohexanecarboxylic Acid Methyl Ester may also find applications in material science, where it could be used to develop new materials with specific properties, such as improved stability, reactivity, or biocompatibility.

Upstream product

• 77-95-2 D-(-)-quinic acid 
• 191916-39-9 methyl (-)-quinate 
• 135711-62-5 methyl quinicate 
• 6160-65-2 1,1'-Thiocarbonyldiimidazole 

Downstream Products

• 1443929-45-0 C₂₅H₄₇NO₂Si₂ 
• 301153-96-8 (3R,3aR,7aR)-7-[(3S,5S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enylethynyl]-3-((R)-1,5-dimethyl-5-trimethylsilanyloxy-hexyl)-3a-methyl-2,3,3a,4,5,7a-hexahydro-1H-indene 
• 301153-97-9 (3R,3aR,7aR)-7-[(3R,5S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enylethynyl]-3-((R)-1,5-dimethyl-5-trimethylsilanyloxy-hexyl)-3a-methyl-2,3,3a,4,5,7a-hexahydro-1H-indene 
• 301153-98-0 1α,25-dihydroxy-6,7-dehydro-3-epi-19-nor-previtamin D₃ 
• 301153-99-1 1β,25-dihydroxy-6,7-dehydro-3-epi-19-nor-previtamin D₃ 
• 301153-90-2 methyl (3R,5S)-3,5-di[(p-nitrophenylcarbonyl)oxy]-cyclohex-1-enecarboxylate 
• 301153-84-4 methyl (3S,5S)-3,5-di[(p-nitrophenylcarbonyl)oxy]-cyclohex-1-enecarboxylate 
• 301153-82-2 methyl (3S,5R)-5-[(tert-butyldimethylsilyl)oxy]-3-[(p-nitrophenylcarbonyl)oxy]cyclohex-1-enecarboxylate 
• 301153-85-5 methyl (3S,5S)-3,5-di[(tert-butyldimethylsilyl)oxy]cyclohex-1-enecarboxylate 
• 301153-92-4 methyl (3R,5S)-3,5-di[(tert-butyldimethylsilyl)oxy]cyclohex-1-enecarboxylate 
• 301153-86-6 (3S,5S)-3,5-di[(tert-butyldimethylsilyl)oxy]-1-hydroxymethylcyclohex-1-ene 
• 301153-93-5 (3R,5S)-3,5-di[(tert-butyldimethylsilyl)oxy]-1-hydroxymethylcyclohex-1-ene 
• 301153-88-8 (3S,5S)-3,5-di[(tert-butyldimethylsilyl)oxy]-1-ethynylcyclohex-1-ene 
• 301153-95-7 (3R,5S)-3,5-di[(tert-butyldimethylsilyl)oxy]-1-ethynylcyclohex-1-ene 

Relevant articles and documents

Synthesis of imidazoylthiocarbonyl intermediates for the radical deoxygenation of hindered secondary alcohols

A practical and efficient synthesis of imidazoylthiocarbonyl derivatives of highly hindered alcohols was achieved using 1,1′-thiocarbonyldiimidazole in very concentrated mixtures of reagents. More diluted conditions give longer reaction times and the reco

HYBRID MOLECULES HAVING MIXED VITAMIN D RECEPTOR AGONISM AND HISTONE DEACETYLASE INHIBITORY PROPERTIES

Hybrid molecules comprising a vitamin D receptor agonist moiety and an HDAC inhibitor moiety are described herein The HDAC inhibitor moiety can be modelled after an HDAC inhibitor selected from the group consisting of tπchostatm A, sodium butyrate, valpro

6-s-cis locked analogues of the steroid hormone 1α,25-dihydroxyvitamin D3. Synthesis of novel A-ring stereoisomeric 1,25-dihydroxy-3-epi-19-nor-previtamin D3 derivatives

Efficient syntheses of A-ring synthons 24 and 32 are described from hydroxy ester 16, which is easily available on a preparative scale from (-)-quinic acid. Key features of the syntheses were (a) the ability to selectively perform desilylations in the presence of p-nitrobenzoate esters and (b) the excellent yield and complete stereospecificity with which the configuration of alcohols 16, 18, and 26 could be inverted under Mitsunobu conditions. Thus, A-ring synthons 24 and 32 were both prepared in 35-38% yield (eight steps) from the common precursor 16. The coupling of A-ring synthons 24 and 32 with the appropriate CD-ring/side chain fragment 7 provides access to novel 6-s-cis locked analogues of steroid hormone 1α,25-dihydroxyvitamin D3: 1α,25-dihydroxy-3-epi-19-nor-previtamin D3 (37) and 1β,25-dihydroxy-3-epi-19-nor-previtamin D3 (38), which are unable to undergo rearrangement to the respective vitamin D form by virtue of the absence of the C-19 methyl group. Compounds 37 and 38 can be used as tools for studying the genomic and nongenomic mechanisms of action of the previtamin form of the hormone 1α,25-dihydroxyvitamin D3.