132619-70-6

Basic information

• Product Name: 5-Heptenoic acid, 7-[3-[[(1,1-diMethylethyl)diMethylsilyl]oxy]-5-oxo-1-cyclopenten-1-yl]-, Methyl ester, (Z)- (9CI)
• Synonyms: 5-Heptenoic acid, 7-[3-[[(1,1-diMethylethyl)diMethylsilyl]oxy]-5-oxo-1-cyclopenten-1-yl]-, Methyl ester, (Z)- (9CI);(Z)-Methyl 7-(3-((tert-butyldimethylsilyl)oxy)-5-oxocyclopent-1-en-1-yl)hept-5-enoate;5-Heptenoic acid,7-(3-hydroxy-5-oxo-1-cyclopenten-1-yl)-,methyl ester,[R-(Z)]-;5-Heptenoic acid, 7-[3-[[(1,1-diMethylethyl)diMethylsilyl]oxy]-5-oxo-1-cyclopenten-1-yl]-, Methyl ester;5-Heptenoic acid, 7-[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-oxo-1-cyclopenten-1-yl]-, methyl ester, (Z)-
• CAS NO: 132619-70-6
• Molecular Formula: C19H32O4Si
• Molecular Weight: 352.54048
• Mol File: 132619-70-6.mol

Chemical Properties

• Boiling Point: 413.1±45.0 °C(Predicted)
• Appearance: /
• Density: 1.00±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 5-Heptenoic acid, 7-[3-[[(1,1-diMethylethyl)diMethylsilyl]oxy]-5-oxo-1-cyclopenten-1-yl]-, Methyl ester, (Z)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Heptenoic acid, 7-[3-[[(1,1-diMethylethyl)diMethylsilyl]oxy]-5-oxo-1-cyclopenten-1-yl]-, Methyl ester, (Z)- (9CI)(132619-70-6)
• EPA Substance Registry System: 5-Heptenoic acid, 7-[3-[[(1,1-diMethylethyl)diMethylsilyl]oxy]-5-oxo-1-cyclopenten-1-yl]-, Methyl ester, (Z)- (9CI)(132619-70-6)

Safety Data

• Hazardous Substances Data: 132619-70-6(Hazardous Substances Data)

Usage

Uses

Used in Advanced Organic Synthesis:
5-Heptenoic acid, 7-[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-oxo-1-cyclopenten-1-yl]-, methyl ester, (Z)(9CI) is used as a compound in advanced organic synthesis for its unique chemical structure and potential applications in research and development of chemical products. Its complex nature and specific configuration make it a candidate for further exploration in the field of organic chemistry.

Upstream product

• 42541-96-8 Methyl (Z)-7-<(3R)-3-Hydroxy-5-oxo-1-cyclopentenyl>-5-heptenoate 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 85800-97-1 Methyl 6-formyl-5-hexynoate 
• 116645-27-3 7-[(1S,2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-oxo-2-phenylsulfanyl-cyclopentyl]-7-hydroxy-hept-5-ynoic acid methyl ester 
• 116645-28-4 7-[(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-oxo-2-phenylsulfanyl-cyclopent-(Z)-ylidene]-hept-5-ynoic acid methyl ester 
• 117254-06-5 (R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-[(Z)-7-(2-ethoxy-ethoxy)-hept-2-enyl]-cyclopent-2-enone 
• 117254-01-0 (4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-3a,4,5,6-tetrahydro-3H-cyclopenta[c]isoxazole 
• 117254-02-1 (3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-3-methoxy-cyclopentanone 
• 117254-00-9 (3R,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-hex-5-enal oxime 
• 117253-99-3 (3R,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-hex-5-enenitrile 
• 902453-77-4 (R)-2-((S)-1-Methoxy-allyl)-oxirane 
• 117254-03-2 (3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-2-methylene-cyclopentanone 
• 100017-22-9 (S)-1-[(R)-oxiran-2-yl]prop-2-enol 
• 81893-16-5 (Z)-7-(Tetrahydro-pyran-2-yloxy)-hept-5-enoic acid methyl ester 

Downstream Products

• 27415-25-4 8-isoprostaglandin E₂ 
• 42541-96-8 Methyl (Z)-7-<(3R)-3-Hydroxy-5-oxo-1-cyclopentenyl>-5-heptenoate 

Relevant articles and documents

An extremely short synthesis of the prostaglandin key intermediate through a novel vinyl anion equivalent

A one-pot synthesis of the PGE2 key intermediate from 2-(phenylseleno)-2-cyclopentenone is described.

Total synthesis of E1 and E2 isoprostanes by diastereoselective protonation

A short total synthesis of the E-type isoprostanes has been achieved using a two-component coupling process combined with a diastereoselective protonation under reagent control. Mild cleavage of the silyl protective groups with cat. BiBr3 or HF/Py followed by enzymatic hydrolysis of the methyl ester afforded the free E-type isoprostanes.

A Novel Vinyl Anion Equivalent. An Extremely Short Synthesis of 2-Substituted 2-Cycloalkenones and Prostaglandin Key Intermediates via Destannylselenenylation

The preparation of a novel vinyl anion equivalent and a new destannylselenenylation procedure are described.The conjugate addition of (tributylstannyl)lithium to 2-(phenylseleno)-2-cycloalkenones, followed by the trapping of the resulting enolates with al

A NOVEL AND EFFICIENT ROUTE TO PROSTANOID INTERMEDIATES

A novel and operationally simple route has been demonstrated for the conversion of cyclopentenone 2 into prostaglandin precursor 1 via an interesting zinc mediated reduction-elimination sequence.

Novel molecular rearrangements of 4-hydroxy-2-cyclopentenones

Novel rearrangements of hydroxycyclopentenone derivatives 1 and 24 to 7,9,11 and 31,33,35 are reported. The stereochemistry of the rearrangement is interpreted as the result of synchronous enolate induced [1.5]-sigmatropic rearrangement and stepwise addition-elimination process. Preparation of the various substrates and structural elucidation of new products are also described.