82542-42-5

Basic information

• Product Name: 5-Heptenoic acid, 7-[(3R)-3-[[(1,1-diMethylethyl)diMethylsilyl]oxy]-5-oxo-1-cyclopenten-1-yl ]-, Methyl ester, (5Z)-
• Synonyms: 5-Heptenoic acid, 7-[(3R)-3-[[(1,1-diMethylethyl)diMethylsilyl]oxy]-5-oxo-1-cyclopenten-1-yl ]-, Methyl ester, (5Z)-;(R,Z)-Methyl 7-(3-((tert-butyldimethylsilyl)-oxy)-5-oxocyclopent-1-en-1-yl)hept-5-enoate;5-Heptenoic acid, 7-[(3R)-3-[[(1,1-diMethylethyl)diMethylsilyl]oxy]-5-oxo-1-cyclopenten-1-yl ]-, Methyl ester
• CAS NO: 82542-42-5
• Molecular Formula: C₁₉H₃₂O₄Si
• Molecular Weight: 352.54048
• Mol File: 82542-42-5.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 5-Heptenoic acid, 7-[(3R)-3-[[(1,1-diMethylethyl)diMethylsilyl]oxy]-5-oxo-1-cyclopenten-1-yl ]-, Methyl ester, (5Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Heptenoic acid, 7-[(3R)-3-[[(1,1-diMethylethyl)diMethylsilyl]oxy]-5-oxo-1-cyclopenten-1-yl ]-, Methyl ester, (5Z)-(82542-42-5)
• EPA Substance Registry System: 5-Heptenoic acid, 7-[(3R)-3-[[(1,1-diMethylethyl)diMethylsilyl]oxy]-5-oxo-1-cyclopenten-1-yl ]-, Methyl ester, (5Z)-(82542-42-5)

Safety Data

• Hazardous Substances Data: 82542-42-5(Hazardous Substances Data)

Usage

General Description

5-Heptenoic acid, 7-[(3R)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-oxo-1-cyclopenten-1-yl ]-, methyl ester, (5Z)- is a complex chemical compound with a long name. It can be simplified to a methyl ester of 5-Heptenoic acid, which is a long-chain carboxylic acid with a seven-carbon backbone and a double bond at the 5-position. The compound also contains a cyclopenten-1-yl group and a t-butyl dimethylsilyl ether group attached to the third carbon in the chain. The compound exists as the Z isomer, indicating that the carboxyl group and the double bond are on the same side of the molecule. 5-Heptenoic acid, 7-[(3R)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-oxo-1-cyclopenten-1-yl ]-, methyl ester, (5Z)- has potential applications in organic synthesis and pharmaceutical research due to its complex structure and the presence of functional groups that can participate in various chemical reactions.

Upstream product

• 64493-06-7 methyl (5Z)-7-iodo-5-heptenoate 
• 115094-66-1 (4R)-4-<(tert-butyldimethylsilyl)oxy>-2-(phenylseleno)-2-cyclopenten-1-one 
• 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 
• 85800-97-1 Methyl 6-formyl-5-hexynoate 
• 61305-35-9 4-[(tert-butyldimethylsilyl)oxy]cyclopent-2-enone 
• 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 

Downstream Products

• 433219-72-8 (Z)-7-{(1R,2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-4-(tert-butyl-dimethyl-silanyloxy)-4-(1-propyl-cyclohexyl)-but-1-enyl]-5-oxo-cyclopentyl}-hept-5-enoic acid methyl ester 
• 433220-28-1 (Z)-7-[(1R,2R,3R)-2-[(E)-4-(1-Benzyl-cyclobutyl)-4-(tert-butyl-dimethyl-silanyloxy)-but-1-enyl]-3-(tert-butyl-dimethyl-silanyloxy)-5-oxo-cyclopentyl]-hept-5-enoic acid methyl ester 
• 433220-29-2 (Z)-7-{(1R,2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-4-(tert-butyl-dimethyl-silanyloxy)-4-(1-cyclohexylmethyl-cyclobutyl)-but-1-enyl]-5-oxo-cyclopentyl}-hept-5-enoic acid methyl ester 
• 890845-07-5 (Z)-7-{(1R,2S,3R)-3-(tert-butyl-dimethyl-silanyloxy)-2-[1-(4-methoxy-benzyloxy)-indan-5-yl]-5-oxo-cyclopentyl}-hept-5-enoic acid methyl ester 
• 890844-52-7 (Z)-7-((1R,2S,3R)-3-(tert-butyl-dimethyl-silanyloxy)-2-{4-[(tert-butyl-dimethyl-silanyloxy)-cyclohexyl-methyl]-phenyl}-5-oxo-cyclopentyl)-hept-5-enoic acid methyl ester 
• 27415-25-4 8-isoprostaglandin E₂ 
• 443147-36-2 (Z)-7-((1R,2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-{(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-4-[4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-phenyl]-but-1-enyl}-5-oxo-cyclopentyl)-hept-5-enoic acid methyl ester 
• 443147-35-1 (Z)-7-{(1R,2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-4-(3-ethoxymethyl-phenyl)-but-1-enyl]-5-oxo-cyclopentyl}-hept-5-enoic acid methyl ester 
• 443147-08-8 (Z)-7-{(1R,2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-4-(3-methoxymethyl-phenyl)-but-1-enyl]-5-oxo-cyclopentyl}-hept-5-enoic acid methyl ester 
• 42541-96-8 Methyl (Z)-7-<(3R)-3-Hydroxy-5-oxo-1-cyclopentenyl>-5-heptenoate 

Relevant articles and documents

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.

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.

Prostaglandin synthesis via two-component coupling. Highly efficient synthesis of chiral prostaglandin intermediates 4-alkoxy-2-alkyl-2-cyclopenten-1-one and 4-alkoxy-3-alkenyl-2-methylenecyclopentan-1-one

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