169900-32-7

Basic information

• Product Name: (5R)-ethyl 5-((1R,3aS,7aR)-4-((E)-2-((3S,5R)-3,5-bis(tert-butyldiMethylsilyloxy)-2-Methylenecyclohexylidene)ethyl)-7a-Methyloctahydro-1H-inden-1-yl)hexanoate
• Synonyms: (5R)-ethyl 5-((1R,3aS,7aR)-4-((E)-2-((3S,5R)-3,5-bis(tert-butyldiMethylsilyloxy)-2-Methylenecyclohexylidene)ethyl)-7a-Methyloctahydro-1H-inden-1-yl)hexanoate;(R)-ethyl 5-((1R,3aS, 7aR,E)-4-((E)-2-((3S,5R)-3,5-bis(( tert-butyldiMethylsilyl)oxy)-2-Methylenecyclohexylidene)ethylidene)-7a-Methyloctahydro-1H-inden-1-yl)hexanoate;(R)-ethyl 5-((1R,3aS,7aR,E)-4-((E)-2-((3S,5R)-3,5-bis((tert-butyldimethylsilyl)oxy)-2-methylenecyclohexylidene)ethylidene)-7a-methyloctahydro-1H-inden-1-;ethyl (1S),3(R)-bis-9,10-seco-26,27-bisnorcholesta-5(E),7(E),10(19)-trien-25-oate;Calcitriol Intermediate;Ethyl (5R)-((1R,3aS,7aR,E)-4-((E)-2-((3S,5R)-3,5-bis((tert-butyldimethylsilyl)oxy)-2-methylenecyclohexylidene)ethylidene)-7a-methyloctahydro-1H-inden-1-yl)hexanoate
• CAS NO: 169900-32-7
• Molecular Formula: C₃₉H₇₀O₄Si₂
• Molecular Weight: 661.15758
• Mol File: 169900-32-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 619.064°C at 760 mmHg
• Flash Point: 272.565°C
• Appearance: /
• Density: 0.971g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.496
• CAS DataBase Reference: (5R)-ethyl 5-((1R,3aS,7aR)-4-((E)-2-((3S,5R)-3,5-bis(tert-butyldiMethylsilyloxy)-2-Methylenecyclohexylidene)ethyl)-7a-Methyloctahydro-1H-inden-1-yl)hexanoate(CAS DataBase Reference)
• NIST Chemistry Reference: (5R)-ethyl 5-((1R,3aS,7aR)-4-((E)-2-((3S,5R)-3,5-bis(tert-butyldiMethylsilyloxy)-2-Methylenecyclohexylidene)ethyl)-7a-Methyloctahydro-1H-inden-1-yl)hexanoate(169900-32-7)
• EPA Substance Registry System: (5R)-ethyl 5-((1R,3aS,7aR)-4-((E)-2-((3S,5R)-3,5-bis(tert-butyldiMethylsilyloxy)-2-Methylenecyclohexylidene)ethyl)-7a-Methyloctahydro-1H-inden-1-yl)hexanoate(169900-32-7)

Safety Data

• Hazardous Substances Data: 169900-32-7(Hazardous Substances Data)

Usage

Description

(5R)-ethyl 5-((1R,3aS,7aR)-4-((E)-2-((3S,5R)-3,5-bis(tert-butyldiMethylsilyloxy)-2-Methylenecyclohexylidene)ethyl)-7a-Methyloctahydro-1H-inden-1-yl)hexanoate is a complex organic chemical compound characterized by a long and intricate molecular structure. It features an ethyl group and a hexanoate group, along with multiple cyclohexylidene and methyl groups. (5R)-ethyl 5-((1R,3aS,7aR)-4-((E)-2-((3S,5R)-3,5-bis(tert-butyldiMethylsilyloxy)-2-Methylenecyclohexylidene)ethyl)-7a-Methyloctahydro-1H-inden-1-yl)hexanoate's unique structure and functional groups suggest potential applications in various fields such as organic chemistry, pharmaceuticals, and materials science. However, further research and analysis are required to fully understand its properties and explore its potential uses.

Uses

Used in Organic Chemistry:
(5R)-ethyl 5-((1R,3aS,7aR)-4-((E)-2-((3S,5R)-3,5-bis(tert-butyldiMethylsilyloxy)-2-Methylenecyclohexylidene)ethyl)-7a-Methyloctahydro-1H-inden-1-yl)hexanoate is used as a building block or intermediate in the synthesis of more complex organic molecules for various applications, such as pharmaceuticals, agrochemicals, or specialty chemicals. Its unique structure and functional groups make it a valuable component in organic synthesis.
Used in Pharmaceutical Industry:
(5R)-ethyl 5-((1R,3aS,7aR)-4-((E)-2-((3S,5R)-3,5-bis(tert-butyldiMethylsilyloxy)-2-Methylenecyclohexylidene)ethyl)-7a-Methyloctahydro-1H-inden-1-yl)hexanoate is used as a potential drug candidate or a precursor in the development of new pharmaceutical agents. Its unique structure and functional groups may offer novel therapeutic properties or improve the pharmacokinetic and pharmacodynamic profiles of existing drugs.
Used in Materials Science:
(5R)-ethyl 5-((1R,3aS,7aR)-4-((E)-2-((3S,5R)-3,5-bis(tert-butyldiMethylsilyloxy)-2-Methylenecyclohexylidene)ethyl)-7a-Methyloctahydro-1H-inden-1-yl)hexanoate is used as a component in the development of advanced materials with specific properties, such as high-performance polymers, coatings, or adhesives. Its unique structure and functional groups may contribute to the desired characteristics of these materials, enhancing their performance and expanding their applications.

InChI:InChI=1/C39H70O4Si2/c1-15-41-36(40)20-16-18-28(2)33-23-24-34-30(19-17-25-39(33,34)10)21-22-31-26-32(42-44(11,12)37(4,5)6)27-35(29(31)3)43-45(13,14)38(7,8)9/h21-22,28,32-35H,3,15-20,23-27H2,1-2,4-14H3/b30-21+,31-22+/t28-,32-,33-,34?,35+,39-/m1/s1

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 147125-14-2 ethyl 3(S)-<(tert-butyldimethylsilyl)oxy>-9,10-seco-26,27-bisnorcholesta-5(E),7(E),10(19)-trien-25-oate 
• 128387-35-9 (1S),3(R)-bis<(tert-butyldimethylsilyl)oxy>-20(S)-(hydroxymethyl)-9,10-secopregna-5(E),7(E),10(19)-triene 
• 170081-46-6 (6S)- and (6R)-SO₂ adducts of 1(S),3(R)-bis(tert-butyldimethylsilyloxy)-9,10-secoergosta-5(E),7(E),10⁽¹⁹⁾,22(E)-tetraene 
• 147125-06-2 (1S),3(R)-bis<(tert-butyldimethylsilyl)oxy>-20(S)-(iodomethyl)-9,10-secopregna-5(E),7(E),10(19)-triene 
• 140-88-5 ethyl acrylate 

Downstream Products

• 147125-21-1 ethyl (1S),3(R)-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-26,27-bisnorcholesta-5(Z),7(E),10(19)-trien-25-oate 
• 73837-24-8 (1S),3(R)-9,10-secocholesta-5(E),7(E),10⁽¹⁹⁾-triene-1,3,25-triol 
• 140710-96-9 (1S),3(R)-bis<(tert-butyldimethylsilyl)oxy>-9,10-secocholesta-5(Z),7(E),10(19)-trien-25-ol 
• 32222-06-3 calcitriol 
• 140710-98-1 (1S),3(R)-bis<(tert-butyldimethylsilyl)oxy>-9,10-secocholesta-5(E),7(E),10(19)-trien-25-ol 

Relevant articles and documents

Nickel-Mediated Conjugate Addition. Elaboration of Calcitriol from Ergocalciferol

A convenient method for introduction the side chain of the hormone calcitriol (3) was achieved by coupling the nickel(0) complex derived from ethyl acrylate with the C-22 iodides 15, 16, 27, and 30 to give the corresponding esters 18, 21, 28, and 23 in yields of 73-82percent.Iodide 15 was also coupled with the Ni(0) complex derived from methyl vinyl ketone.The C-22 iodides 15 and 27 were obtained from ergocalciferol (6) and the 1(S),3(R)-bis-(5E,7E)-ergocalciferol derivative 24, respectively, by selective ozonolysis of their SO2 adducts, followed by in situ reduction of the ozonides with NaBH4 and iodination of the derived alcohols 14 and 26 with I2/PPh3/imidazole.The triene iodide 16 was prepared by extrusion of SO2 from 15, while 30 was obtained from the corresponding alcohol 29.Extrusion of SO2 from 21 and 28 gave the 5(E),7(E)-trienes 18 and 23, respectively.The latter was also made from the former by C-1 hydroxylation with selenium dioxide followed by silylation with tert-butyldimethylsilyl chloride and chromatographic separation.Completion of the synthesis of 3 was accomplished by treating 23 with methylmagnesium bromide to give 31, followed by desilylation with n-Bu4NF and triplet-sensitized photoisomerization.Alternatively, 31 was photoisomerized to 33, desilylation of which gave 3.Alcohol 33 was also prepared by the reaction of the 5Z,7E-triene ester 34, which was obtained by the photoisomerization of 23, with methylmagnesium bromide.