100858-27-3

Usage

Uses

1. Used in Pharmaceutical Industry:
t-Butyl-3-[2-(diphenyl-phosphinoyl)-ethylidene]-4-methylene-cyclohexyloxy-dimethyl-silane is used as an intermediate in the synthesis of Vitamin D3 derivatives for its ability to contribute to the formation of complex molecular structures required in the pharmaceutical industry.
2. Used in Chemical Synthesis:
In the chemical synthesis industry, t-Butyl-3-[2-(diphenyl-phosphinoyl)-ethylidene]-4-methylene-cyclohexyloxy-dimethyl-silane is used as a versatile building block for creating a wide range of compounds. Its unique structure allows for various reactions, making it a valuable component in the synthesis of complex organic molecules.
3. Used in Catalyst Development:
The compound's phosphinoyl group makes it a potential candidate for use in the development of catalysts, particularly in transition metal-catalyzed reactions. Its ability to form stable complexes with metal centers can enhance the efficiency and selectivity of catalytic processes.
4. Used in Material Science:
Due to its silane group, t-Butyl-3-[2-(diphenyl-phosphinoyl)-ethylidene]-4-methylene-cyclohexyloxy-dimethyl-silane can be utilized in the development of new materials with specific properties, such as improved thermal stability or enhanced chemical resistance.

InChI:InChI=1/C27H37O2PSi/c1-22-17-18-24(29-31(5,6)27(2,3)4)21-23(22)19-20-30(28,25-13-9-7-10-14-25)26-15-11-8-12-16-26/h7-16,19,24H,1,17-18,20-21H2,2-6H3/b23-19-/t24-/m0/s1

Upstream product

• 1236132-10-7 (S)-(Z)-[2-(5-hydroxy-2-methylene-cyclohexylidene)ethyl]di-phenylphosphineoxide 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 138313-18-5 <(1Z),(5S)>-2-<5-(t-butyldimethylsilyl)oxy-2-methylenecyclohexylidene>-1-chloroethane 
• 4559-70-0 Diphenylphosphine oxide 
• 67-97-0 vitamin D₃ 
• 50-14-6 Calciferol 
• 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 
• 67337-15-9 <(1Z),(5S)>-2-<5-hydroxy-2-methylcyclohexylidene>-ethanol 
• 1014717-75-9 (S,Z)-tert-butyl(2-(5-((tert-butyldimethylsilyl)oxy)-2-methylenecyclohexylidene)ethoxy)dimethylsilane 
• 829-85-6 diphenylphosphane 
• 84927-67-3 3β-O-(tert-butyldimethylsilyl)-7,8-dihydroxy-7,8-dihydrovitamin D3 
• 84927-66-2 7,8-dihydroxy-7,8-dihydrovitamin D₃ 
• 96685-53-9 (2Z)-2-<(5S)-5-(tert-butyldimethylsilyloxy)-2-methylene-cyclohexylidene>-ethanol 

Downstream Products

• 228420-76-6 (17E)-17(20)-ene-25-<(methoxymethyl)oxy>-16α-<(phenylcarbamoyl)oxy>-21-norvitamin D₃ tert-butyldimethylsilyl ether 
• 314728-34-2 (5E,7Z)-3β-[(tert-butyldimethylsilyl)oxy]-11α-(3-buten-1-yl)-9,10-secocholesta-5,7,10(19)-triene 
• 393184-85-5 Toluene-4-sulfonic acid (S)-2-((S)-1-{(1R,3aS,7aR)-4-[2-[(S)-5-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-ethyl)-5-methyl-5-triethylsilanyloxy-hexyl ester 
• 445312-14-1 N-[(1S,4R)-4-{(1R,3aS,7aR)-4-[2-[(S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-1-(1-methyl-1-trimethylsilanyloxy-ethyl)-pentyl]-benzamide 
• 474432-42-3 (3β,5Z,7E,24S)-3-[(tert-butyldimethylsilyl)oxy]-9,10-secocholesta-5,7,10(19)-triene-24,25-diol cyclic 24,25-(1-methylethylidene acetal) 
• 474432-41-2 (3β,5Z,7E,24R)-3-[(tert-butyldimethylsilyl)oxy]-9,10-secocholesta-5,7,10(19)-triene-24,25-diol cyclic 24,25-(1-methylethylidene acetal) 
• 635311-84-1 C₃₅H₅₅NO₂SSi 
• 140927-92-0 18-acetoxy-25-hydroxyvitamin D₃ 
• 84927-61-7 23-oxa-25-hydroxyvitamin D₃ 
• 84927-72-0 23-oxa-25,26-dehydrovitamin D₃ 
• 1236132-08-3 3β-O-(tert-butyldimethylsilyl)-11α-(7-ethoxycarbonylhept-1-yl)-vitamin D3 
• 1236132-10-7 (S)-(Z)-[2-(5-hydroxy-2-methylene-cyclohexylidene)ethyl]di-phenylphosphineoxide 
• 140710-90-3 (R)-6-{(1R,3aS,7aR)-4-[2-[(S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-2-methyl-heptan-2-ol 
• 1372617-13-4 20,25-dihydroxyvitamin D₃ 

Relevant academic research and scientific papers

Chemical synthesis, biological activities and action on nuclear receptors of 20S(OH)D3, 20S,25(OH)2D3, 20S,23S(OH)2D3 and 20S,23R(OH)2D3

New and more efficient routes of chemical synthesis of vitamin D3 (D3) hydroxy (OH) metabolites, including 20S(OH)D3, 20S,23S(OH)2D3 and 20S,25(OH)2D3, that are endogenously prod

Total synthesis of biologically active 20S-hydroxyvitamin D3

A total synthetic strategy of 20S-hydroxyVitamin D3 [20S-(OH)D3] involving modified synthesis of key intermediates 7 and 12, Grignard reaction to stereoselectively generate 20S-OH and Wittig-Horner coupling to establish D3 framework, was completed in 16 steps with an overall yield of 0.4%. The synthetic 20S-(OH)D3 activated Vitamin D receptor (VDR) and initiated the expression of downstream genes. In addition, 20S-(OH)D3 showed similar inhibitory potency as calcitriol [1,25(OH)2D3] on proliferation of melanoma cells.

Synthesis of Retiferol RAD1 and RAD2, the Lead Representatives of a New Class of des-CD Analogs of Cholecalciferol

The design and total convergent synthesis are described for the leading representatives of the new class of analogs of cholecalciferol with the CD-ring system replaced with a two-carbon aliphatic spacer.The leading representatives of C21 retiferols (RAD1

Studies on a Convergent Route to Side-Chain Analogues of Vitamin D: 25-Hydroxy-23-oxavitamin D3

Permanganate oxidation of vitamin D3 affords the 7,8-diol 4a, which was successively silylated to 4b and then oxidatively cleaved and reduced to afford 3c.The latter was converted in several steps to phosphine oxide 3b, a useful A-ring fragment for analog