200636-50-6

Usage

Uses

Used in Organic Synthesis:
[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]-1-chloroethane is used as a building block for the synthesis of more complex organic molecules. Its diverse functional groups and unique stereochemistry make it a valuable starting material for creating novel compounds with specific properties and applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, [3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]-1-chloroethane is used as an intermediate in the development of new drugs. Its structural complexity and functional group diversity allow for the creation of potential therapeutic agents with targeted biological activities.
Used in Materials Science:
[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]-1-chloroethane is used as a component in the development of advanced materials. Its unique molecular structure can contribute to the creation of materials with specific properties, such as improved mechanical strength, thermal stability, or chemical resistance, depending on the intended application.
Used in Chemical Research:
In the field of chemical research, [3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]-1-chloroethane serves as a model compound for studying reaction mechanisms, stereoselectivity, and the influence of functional groups on reactivity. Its complex structure provides a challenging and interesting subject for researchers to explore and understand.

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 342645-82-3 [3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-(3-hydroxypropoxy)-2-methylenecyclohexylidene]-1-chloroethane 
• 200636-28-8 2,2-Dimethyl-propionic acid 3-[(S)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-but-3-enyloxy]-propyl ester 
• 200636-33-5 2,2-Dimethyl-propionic acid (2R,3R)-2-[3-(2,2-dimethyl-propionyloxy)-propoxy]-3-hydroxy-7-(4-methoxy-benzyloxy)-1-vinyl-hept-5-ynyl ester 
• 200636-38-0 (Z,5R,6R,7RS)-5,7-bis(tert-butyldimethylsilyloxy)-6-(3-tert-butyldimethylsilyloxypropoxy)-3-iodonona-2,8-dien-1-ol 
• 933779-90-9 (5R,6R,7RS)-5,7-bis(tert-butyldimethylsilyloxy)-6-(3-tert-butyldimethylsilyloxypropoxy)non-8-en-2-yn-1-ol 
• 337970-23-7 (2R,3S,4RS)-1,2-O-isopropylidene-4-pivaloyloxy-3-(3-pivaloyloxypropoxy)-5-hexene-1,2-diol 
• 200636-30-2 (2R,3S,4RS)-1,2-epoxy-4-pivaloyloxy-3-(3-pivaloyloxypropoxy)-5-hexene 
• 933779-88-5 (3RS,4R,5R)-4-(3-hydroxypropoxy)-9-(p-methoxyphenylmethoxy)non-1-en-7-yne-3,5-diol 
• 337970-24-8 (2R,3S,4RS)-4-pivaloyloxy-3-(3-pivaloyloxypropoxy)-5-hexene-1,2-diol 
• 342645-81-2 [3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[2-(ethoxycarbonyl)ethoxy]-2-methylenecyclohexylidene]ethyl trimethylacetate 
• 342644-90-0 [3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-hydroxy-2-methylenecyclohexylidene]ethyl trimethylacetate 
• 342644-83-1 [3R-(1Z,3β,4α,5α)]-2-[5-(1,1-dimethylethyl)dimethylsilyloxy-3,4-isopropylidenedioxy-2-methylenecyclohexylidene]ethyl trimethylacetate 
• 377091-68-4 [3R-(1Z,3β,4α,5α)]-2-[3,4,5-trihydroxy-2-methylenecyclohexylidene]ethyl trimethylacetate 

Downstream Products

• 200636-54-0 [3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide 
• 104121-92-8 Eldecalcitol 
• 342645-84-5 (1β,2α,3α,5Z,7E)-1,3-bis[(1,1-dimethylethyl)dimethylsilyloxy]-2-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-25-trimethylsilyloxy-9,10-secocholesta-5,7,10(19)-triene 
• 342645-07-2 (1α,2β,3β,5Z,7E,20S)-1,3-bis[(1,1-dimethylethyl)dimethyl-silyloxy]-2-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-9,10-secopregna-5,7,10(19)-triene-20-methyl 4-methylbenzenesulfonate 

Relevant academic research and scientific papers

Two convergent approaches to the synthesis of 1,25-dihydroxy 2-(3-hydroxypropoxy)vitamin D3 (ED-71) by the lythgoe and thf trost coupling reactions

Two convergent syntheses of 1,25-dihydroxy-2-(3-hydroxypropoxy)vitamin D3 (ED-71) by the Lythgoe coupling reaction between the A-ring phosphine oxide and the C/D-ring ketone and the Trost coupling reaction between the A-ring ene-yne and the C/D-ring bromomethylene are described.

Parallel synthesis of a vitamin D3 library in the solid-phase

A highly efficient synthesis of the vitamin D3 system on solid support is described. Two synthetic strategies for the solid-phase synthesis of vitamin D3 were developed. One is for 11-hydroxy analogues, and the other is for most other synthetic analogues. In the latter strategy, the sulfonate-linked CD-ring 58 was initially immobilized on PS-DES resin to give solid-supported CD-ring 63 (Scheme 10). Similarly, solid-supported CD-ring 63 was prepared by attachment of the CD-ring 10 to the chlorosulfonate resin 64. The vitamin D3 system was synthesized by Horner-Wadsworth-Emmons reaction of the A-ring phosphine oxide to a solid-supported CD-ring, followed by simultaneous introduction of the side chain and cleavage from resin with a Cu1-catalyzed Grignard reagent. Parallel synthesis of the vitamin D3 analogues was accomplished by a split and pool methodology utilizing radio frequency encoded combinatorial chemistry, and a manual parallel synthesizer for side chain diversification and deprotection. Additionally, we demonstrated the synthesis of various A-rings in a similar protocol for efficient preparation of building blocks.

Convergent synthesis of 1α,25-dihydroxy-2β-(3-hydroxypropoxy)vitamin D3 (ED-71)

A convergent and versatile synthesis of the potent vitamin D analog, 1α,25-dihydroxy-2β-(3-hydroxypropoxy)vitamin D3 [1] (ED-71) is described.