87649-56-7

Usage

Uses

Used in Pharmaceutical Industry:
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 is used as an impurity in Vitamin D3 for [application reason]. Vitamin D3 is essential for intestinal calcium absorption, bone calcium metabolism, and muscle activity. It modulates the proliferation and differentiation of both normal and cancer cells and has antiproliferative and antimetastatic effects on breast, colon, and prostate cancer cells.
Used in Chemical Synthesis:
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 is used as an intermediate in synthesizing (7Z)-Calcipotriene for [application reason]. (7Z)-Calcipotriene is an isomeric impurity of Calcipotriene, which is a drug used to treat psoriasis and other skin conditions. The synthesis of (7Z)-Calcipotriene involves the use of this complex organic compound as a key intermediate, highlighting its importance in the development of pharmaceuticals.

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 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 67-97-0 (5E)-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 
• 67-97-0 vitamin D₃ 
• 96843-42-4 (-)-<1(S)-methyl-2(S)-((phenylsulfonyl)methyl)-5(R)-(1(S)-((tosyloxy)methyl)-5-methylhexyl)cyclopentyl>acetaldehyde ethylene acetal 
• 96700-57-1 Methanesulfonic acid (3R,3aR,7R,7aR)-7-benzenesulfonyl-3-((R)-1,5-dimethyl-hexyl)-3a-methyl-octahydro-inden-5-yl ester 
• 96843-40-2 (+)-6-methyl-2(R)-<2-((2,5-dioxacyclopentyl)methyl)-2(S)-methyl-3(S)-((phenylsulfonyl)methyl)-1(R)-cyclopentyl>heptanoic acid 
• 96862-14-5 (-)-2(S)-methyl-2-<3-(mesyloxy)propyl>-1(S)-<(phenylsulfonyl)methyl>-3(R)-(1(R),5-dimethylhexyl)cyclopentane 
• 96843-41-3 (+)-<1(S)-methyl-2(S)-((phenylsulfonyl)methyl)-5(R)-(1(S)-(hydroxymethyl)-5-methylhexyl)cyclopentyl>acetaldehyde ethylene acetal 
• 105764-33-8 (R)-2-[(1R,2R,3R)-3-Benzenesulfonylmethyl-2-methyl-2-(2-oxo-ethyl)-cyclopentyl]-6-methyl-heptanoic acid 
• 96843-39-9 (-)-(1S,3aR,4R,7aS)-5-acetoxy-1-<(phenylsulfonyl)methyl>-4-(4-methylpentyl)-3a,4,7,7a-tetrahydro-7a-methylindan 
• 96843-43-5 (-)-<1(S)-methyl-2(S)-((phenylsulfonyl)methyl)-5(R)-(1(R),5-dimethylhexyl)cyclopentyl>acetaldehyde ethylene acetal 
• 96843-37-7 C₂₅H₃₆O₄S 

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 
• 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 
• 67-97-0 vitamin D₃ 
• 1183-41-1 vitamin D₃ 3,5-dinitrobenzoate 

Relevant academic research and scientific papers

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

Efficient convergent synthesis of 1alpha,25-dihydroxyvitamin D3 and its analogues by Suzuki-Miyaura coupling.

[reaction: see text] 1alpha,25-Dihydroxyvitamin D(3) was synthesized by the Suzuki-Miyaura coupling of the A-ring intermediate 1, which was efficiently prepared from readily available 1,7-enyne 2, with the corresponding boronate compound of the C,D-ring portion. The method was applied to prepare des-C,D analogues of 1alpha,25-dihydroxyvitamin D(3).

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