87649-56-7

Basic information

• Product Name: tert-butyldiMethyl(((S,E)-3-((E)-2-((1R,3aS,7aR)-7a-Methyl-1-((R)-6-Methylheptan-2-yl)hexahydro-1H-inden-4(2H)-ylidene)ethylidene)-4-Methylenecyclohexyl)oxy)silane
• Synonyms: tert-butyldiMethyl(((S,E)-3-((E)-2-((1R,3aS,7aR)-7a-Methyl-1-((R)-6-Methylheptan-2-yl)hexahydro-1H-inden-4(2H)-ylidene)ethylidene)-4-Methylenecyclohexyl)oxy)silane;9,10-Secocholestane, silane deriv.;:tert-butyldimethyl(((S,Z)-3-(2-((1R,3aS,7aR,E)-7a-methyl-1-((R)-6-methylheptan-2-yl)octahydro-4H-inden-4-ylidene)ethylidene)-4-methylenecyclohexyl)oxy)silane;[(1S,3E)-3-[(2E)-2-[(1R,3aS,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexyl]oxy-tert-butyl-dimethylsilane
• CAS NO: 87649-56-7
• Molecular Formula: C₃₃H₅₈OSi
• Molecular Weight: 498.89852
• Mol File: 87649-56-7.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: tert-butyldiMethyl(((S,E)-3-((E)-2-((1R,3aS,7aR)-7a-Methyl-1-((R)-6-Methylheptan-2-yl)hexahydro-1H-inden-4(2H)-ylidene)ethylidene)-4-Methylenecyclohexyl)oxy)silane(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyldiMethyl(((S,E)-3-((E)-2-((1R,3aS,7aR)-7a-Methyl-1-((R)-6-Methylheptan-2-yl)hexahydro-1H-inden-4(2H)-ylidene)ethylidene)-4-Methylenecyclohexyl)oxy)silane(87649-56-7)
• EPA Substance Registry System: tert-butyldiMethyl(((S,E)-3-((E)-2-((1R,3aS,7aR)-7a-Methyl-1-((R)-6-Methylheptan-2-yl)hexahydro-1H-inden-4(2H)-ylidene)ethylidene)-4-Methylenecyclohexyl)oxy)silane(87649-56-7)

Safety Data

• Hazardous Substances Data: 87649-56-7(Hazardous Substances Data)

Usage

Uses

Vitamin D3 t-Butyldimethylsilyl Ether is an impurity of Vitamin D3 (V676045), which is the vitamin that mediates intestinal calcium absorbtion, bone calcium metabolism and probably, muscle activity. It occurs in and is isolated from fish liver oils. Vitamin D acts through a receptor that is a member of the ligand-dependent transcription factor superfamily. It modulates the proliferation and differentiation of both normal and cancer cells. It also has antiproliferative and antimetastatic effects on breast, colon, and prostate cancer cells. Activated vitamin D receptors in intestine and bone maintain calcium absorbance and homeostasis. Vitamin D3 t-Butyldimethylsilyl Ether is also an intermediate in synthesizing (7Z)-Calcipotriene (C144225), which is an isomeric impurity of Calcipotriene (14

Upstream product

• 96685-54-0 Acetic acid 1-[(1R,3aR,7aR)-4-benzenesulfonyl-1-(1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-4-yl]-2-[(S)-5-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-ethyl ester 
• 96685-53-9 (2Z)-2-<(5S)-5-(tert-butyldimethylsilyloxy)-2-methylene-cyclohexylidene>-ethanol 
• 96688-64-1 (2Z)-<(5S)-5-(tert-butyldimethylsilyloxy)-2-methylene-cyclohexylidene>acetaldehyde 
• 96685-52-8 (=)-*α-phenylsulfonyl-des-AB-cholestane 
• 96700-56-0 2-[(1R,2R,5R)-2-Benzenesulfonylmethyl-5-(1,5-dimethyl-hexyl)-1-methyl-cyclopentylmethyl]-oxirane 
• 96685-46-0 [(1R,2R,5R)-2-Benzenesulfonylmethyl-5-(1,5-dimethyl-hexyl)-1-methyl-cyclopentyl]-acetaldehyde 
• 96685-47-1 (3R,3aR,7R,7aR)-7-Benzenesulfonyl-3-(1,5-dimethyl-hexyl)-3a-methyl-octahydro-inden-5-ol 
• 96700-57-1 Methanesulfonic acid (3R,3aR,7R,7aR)-7-benzenesulfonyl-3-(1,5-dimethyl-hexyl)-3a-methyl-octahydro-inden-5-yl ester 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 67-97-0 (5E)-cholecalciferol 
• 71726-02-8 (S)-3-[(R)-1-((R)-1,5-Dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidenemethyl]-2,2-dioxo-2,3,4,5,6,7-hexahydro-1H-2λ⁶-benzo[c]thiophen-5-ol 
• 67-97-0 cholecalciferol 
• 96685-54-0 Acetic acid 1-[(1R,3aR,7aR)-4-benzenesulfonyl-1-((R)-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-4-yl]-2-[5-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-ethyl ester 
• 502495-32-1 {(S)-3-[1-Bromo-meth-(Z)-ylidene]-4-methylene-cyclohexyloxy}-tert-butyl-dimethyl-silane 

Downstream Products

• 67-97-0 vitamin D₃ 
• 86307-24-6 (1S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-[2-[(1R,3aS)-1-((R)-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(E)-ylidene]-2-methylene-cyclohexanol 
• 67-97-0 vitamin D₃ 
• 41294-56-8 1α-hydroxycholecalciferol 
• 86307-24-6 (1S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-[2-[(1R,3aS)-1-((R)-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-2-methylene-cyclohexanol 
• 1183-41-1 vitamin D₃ 3,5-dinitrobenzoate 

Relevant articles and documents

Synthesis method of vitamin D analogue intermediate

The invention discloses a synthesis method of a vitamin D analogue intermediate, and discloses a photochemical reaction method for preparing a revere intermediate (II) from a cis-form initiator (I). The intermediate prepared through the method can serve a

A Novel Approach to the Stereocontrolled Synthesis of Steroid Side Chains Including the CD-Ring System: The First Total Synthesis of (+)-8α-(Phenylsulfonyl)des-AB-cholestane and Its Efficient Conversion into Grundmann's Ketone and Vitamin D3

A new stereocontrolled approach to steroid CD-ring system including side chain starting from an optically active indenedione 6 is described.The application of this finding allows for the asymmetric synthesis of des-AB-cholestane 3 and 8α-(phenylsulfonyl)des-AB-cholestane 37; from the latter Grundmann's ketone 25 and vitamin D3 (27) were synthesized efficiently.

A MODIFIED SYNTHESIS OF THE (+)-8α-PHENYLSULPHONYL-DES-AB-CHOLESTANE VIA AN INTRAMOLECULAR NUCLEOPHILIC ATTACK TO EPOXIDE - A TOTAL SYNTHESIS OF VITAMIN D3

An intramolecular alkylation of the phenylsulphonyl epoxide (6), which was readily obtained from the alsehyde (5), gave a separable mixture of the alcohols (7a) and (8a).The alcohol (8a) was then dehydrated via the corresponding mesylate (8b) to afford th