474944-36-0

Usage

Uses

Used in Chemical Synthesis:
7-[(3R)-3-[[(1,1-diMethylethyl)diMethylsilyl]oxy]-5-oxo-1-cyclopenten-1-yl]-(5Z)-Heptenoic acid-1-Methylethyl ester is used as a key intermediate in the synthesis of more complex organic molecules, particularly in the pharmaceutical and agrochemical industries. Its unique structure and functional groups allow for versatile reactivity, facilitating the creation of new compounds with desired properties.
Used in Material Science:
In the field of material science, 7-[(3R)-3-[[(1,1-diMethylethyl)diMethylsilyl]oxy]-5-oxo-1-cyclopenten-1-yl]-(5Z)-Heptenoic acid-1-Methylethyl ester is used as a component in the development of advanced materials, such as polymers and coatings, that exhibit specific properties like enhanced thermal stability, chemical resistance, or improved mechanical strength.
Used in Research and Development:
7-[(3R)-3-[[(1,1-diMethylethyl)diMethylsilyl]oxy]-5-oxo-1-cyclopenten-1-yl]-(5Z)-Heptenoic acid-1-Methylethyl ester serves as a valuable research compound for studying the properties and reactivity of organosilicon compounds. Its unique structure provides insights into the behavior of carbon-silicon bonds and their influence on the overall properties of the molecule, which can be crucial for the design of new materials and compounds.
Used in Analytical Chemistry:
7-[(3R)-3-[[(1,1-diMethylethyl)diMethylsilyl]oxy]-5-oxo-1-cyclopenten-1-yl]-(5Z)-Heptenoic acid-1-Methylethyl ester is used as a reference material in analytical chemistry for the development and validation of analytical methods, such as chromatography and mass spectrometry. Its distinct structure and functional groups make it an ideal candidate for testing the separation and detection capabilities of these techniques.

Upstream product

• 876953-80-9 isopropyl (3R,Z)-7-(3-hydroxy-5-oxocyclopent-1-en-1-yl)-hept-5-enoate 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 1190883-25-0 (3R,Z)-7-(3-formyloxy-5-oxo-cyclopent-1-en-1-yl)-hept-5-enoate 
• 1190883-13-6 (3R,Z)-7-(3-acetoxy-5-oxocyclopent-1-en-1-yl)-hept-5-enoate 
• 876953-71-8 isopropyl (3S,Z)-7-(3-hydroxy-5-oxocyclopent-1-en-1-yl)-hept-5-enoate 

Downstream Products

• 1190883-21-6 (Z)-7-((1R,2R,3R)-3-[(tert-butyldimethylsilanyl)oxy]-2-{(E)-3-[(tert-butyldimethylsilanyl)oxy]-5-phenylpent-1-en-1-yl}-5-oxo-cyclopentyl)hept-5-enoic acid isopropyl ester 
• 1190883-19-2 (Z)-7-((1R,2R,3R)-3-[(tert-butyldimethylsilanyl)oxy]2-((E)-3-((tert-butyldimethylsilanyl)oxy)-4-(3-(trifluoromethyl)phenoxy)but-1-en-1-yl)-5-oxo-cyclopentyl)hept-5-enoic acid isopropyl ester 
• 333963-40-9 lubiprostone 
• 1372609-15-8 7-[(1R,2R,3R)-3-[(tert-butyldimethylsilyl)oxy]-2-(4,4-difluoro-3-oxooctyl)-5-oxocyclopentyl]heptanoic acid propan-2-yl ester 
• 1372609-16-9 (7-((1R,2R,3R)-3-(tert-butyldimethylsilyloxy)-2-(4,4-difluoro-3-oxooctyl)-5-oxocyclopentyl)heptanoic acid) 
• 1372609-10-3 7-[(2R,4aR,5R,7aR)-2-(1,1-difluoropentyl)-2-hydroxy-6-oxo-octahydrocyclopenta[b]pyran-5-yl]heptanoic acid propan-2-yl ester 
• 1372609-11-4 7-((2R,4aR,5R,7aR)-2-(1,1-difluoropentyl)-2-hydroxy-6-oxo-octahydrocyclopenta[b]pyran-5-yl)heptanoate guanidinium 
• 1372609-13-6 (Z)-7-{(1R,2R,3R)-2-[(1E,5E)-3-(benzyloxy)-4,4-difluoro-oct-1,5-dien-1-yl]-3-[(tert-butyldimethylsilanyl)oxy]-5-oxo-cyclopentyl}hept-5-enoic acid isopropyl ester 
• 1372609-25-0 (Z)-7-[(1R,2R,3R)-3-[(tert-butyldimethylsilyl)oxy]-2-[(1E,5E)-4,4-difluoro-3-[(4-methoxyphenyl)methoxy]octa-1,5-dien-1-yl]-5-oxocyclopentyl]hept-5-enoic acid prop-2-yl ester 

Relevant academic research and scientific papers

The manufacture of a homochiral 4-silyloxycyclopentenone intermediate for the synthesis of prostaglandin analogues

A process is described for the synthesis of kilogram quantities of homochiral 4-silyloxycyclopentenone (R)-1, a key intermediate useful for the synthesis of a plurality of prostaglandin analogue drugs. Cyclopentenone (R)-1 was synthesized in 14 isolated steps from furfural. Key steps in the synthesis include a Wittig reaction, Piancatelli rearrangement, and an enzymatic resolution featuring in situ recycling of the undesired enantiomer furnishing the desired homochiral alcohol in ≥99.5% ee. As a retort to the unsatisfactory coformation of about 8% at best of the trans-olefin in the Wittig reaction, a change to the order of several steps and the identification of a recrystallisable, amine salt derivative, 2, allowed the unwanted isomer to be controlled to as low as 0.2%.

Process for the Preparation of Prostaglandin Analogues and Intermediates Thereof

The present application provides intermediates for preparing prostaglandin analogues and processes for preparing prostaglandin analogues and intermediates thereof. The intermediates include: A compound of formula (6): R1 represents H, C1-C5-alkyl, or benzyl, in particular isopropyl.