54595-00-5

Upstream product

• 131447-75-1 (1S,2R,3S)-methyl 3-acetoxy-2-(2Z-pentenyl)-1-cyclopentaneacetate 
• 81355-35-3 ((1R,2S)-2-Carboxymethyl-cyclopent-3-enyl)-acetic acid 
• 16666-78-7 propylidenetriphenylphosphorane 
• 53320-18-6 ((3aR,4S,6aS)-2-Hydroxy-hexahydro-cyclopenta[b]furan-4-yl)-acetic acid methyl ester 
• 120221-77-4 (1S,4S,7R)-7-(2,2-Dichloro-vinyl)-bicyclo[2.2.1]heptan-2-one 
• 120253-99-8 (1S,2S,4S,7R)-7-(2,2-Dichloro-vinyl)-bicyclo[2.2.1]heptan-2-ol 
• 53320-30-2 5β-Hydroxy-2β-methoxycarbonylmethylcyclopentane 1β-acetic acid γ-lactone 
• 139560-26-2 (1R,2S,3R)-methyl 3-acetoxy-2-(2Z-pentenyl)-1-cyclopentaneacetate 
• 807355-32-4 (1R,5S,6R)-6-methoxycarbonylmethyl-3-methoxy-2-oxabicyclo<3.3.0>octane 
• 807355-33-5 (1R,5S,6R)-6-methoxycarbonylmethyl-3-hydroxy-2-oxabicyclo<3.3.0>octane 
• 51557-85-8 2-allyl-2-cyclopenten-1-one 
• 112532-64-6 2-(2,2-dimethoxyethyl)-2-cyclopenten-1-one 
• 118285-12-4 dimethyl 2-(2,2-dimethoxyethyl)-2-cyclopentenylmalonate 
• 118285-13-5 methyl 2-(2,2-dimethoxyethyl)-2-cyclopentenylacetate 

Downstream Products

• 34027-33-3 [(1S,2R,3S)-3-Hydroxy-2-((Z)-pent-2-enyl)-cyclopentyl]-acetic acid 
• 34027-33-3 (+/-)-Cucurbic acid 
• 1211-29-6 methyl (2-(2-pent-2Z-enyl)-3-oxocyclopentyl)acetate 

Relevant academic research and scientific papers

Synthesis of Chiral Methyl Cucurbate and Its Analogs

Natural (+)-(1R,2S,3S)-methyl cucurbate (1b) and the (-)-δ-lactone of 3-epi-cucurbic acid (16) were synthesized from (+)-(1R,6S,7R)-bicyclonon-3-en-7-ol (5).Asymmetric hydrolysis of the acetate (8) of (+/-)-5 with pancreatin gave optically pure the

An Efficient and Stereocontrolled Synthesis of (+/-)-Methyl Epijasmonate and (+/-)-Cucurbic Acid

The total synthesis of epijasmonoids, (+/-)-methyl epijasmonate and (+/-)-cucurbic acid, starting from norbornene was described, where a key intermediate, 5β-hydroxy-2β-methoxycarbonylmethylcyclopentane 1β-acetic acid γ-lactone was efficiently prepared via a highly regioselective Baeyer-Villiger oxidation of 7-syn-substituted norbornanone based on remote substituent control.

Synthesis of (+/-)-Methyl Epijasmonate and (+/-)-Methyl Cucurbate

A novel synthesis of (+/-)-methyl epijasomonate (2) and the first synthesis of (+/-)-methyl cucurbate (4) were achieved startig from 2-allocyclohexane-1,3-dione (8).The synthetic epimer 2 had a stronger jasmin flavor than the trans-isomer 1 with 95percent purity.

An Efficient Total Synthesis of (+/-)-Methyl Jasmonate

A short synthesis of Methyl dl-Jasmonate from bicyclo nona-3,8-diene is described.