147363-82-4

Basic information

• Product Name: epilachnene
• Synonyms: epilachnene
• CAS NO: 147363-82-4
• Molecular Formula: C16H29NO2
• Molecular Weight: 267.40696
• Mol File: 147363-82-4.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 416.7°Cat760mmHg
• Flash Point: 205.8°C
• Appearance: /
• Density: 0.9g/cm³
• Vapor Pressure: 3.76E-07mmHg at 25°C
• Refractive Index: 1.442
• CAS DataBase Reference: epilachnene(CAS DataBase Reference)
• NIST Chemistry Reference: epilachnene(147363-82-4)
• EPA Substance Registry System: epilachnene(147363-82-4)

Safety Data

• Hazardous Substances Data: 147363-82-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H29NO2/c1-2-10-15-11-8-6-4-3-5-7-9-12-16(18)19-14-13-17-15/h3,5,15,17H,2,4,6-14H2,1H3/b5-3-/t15-/m0/s1

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Relevant articles and documents

Olefin metathesis in compressed carbon dioxide

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3,3-Dimethoxypropylsulfonyl Group: A new versatile protecting and activating group for amine synthesis

3,3-Dimethoxypropylsulfonyl (Dimps) chloride was prepared and used as a new versatile sulfonating agent for ammonia, primary and secondary amines to afford corresponding Dimps-amides in excellent yields. The resulting N-nonsubstituted and N-monosubstituted Dimps-amides, activated amines, were alkylated satisfactorily under new Mitsunobu conditions. The Dimps group was removed by treatment in aqueous solution under acidic followed by basic conditions. Furthermore, epilachnene, the defensive droplets from the Mexican bean beetle, Epilachna varivestis, was synthesized utilizing this Dimps methodology in short steps.

Z-SELECTIVE RING-CLOSING METATHESIS REACTIONS

The present invention relates generally to olefin metathesis. In some embodiments, the present invention provides methods for Z-selective ring-closing metathesis.

Synthesis of macrocyclic insect-derived alkaloids

Macrocyclic lactonic alkaloids found in the pupal secretions of two species of a coccinellid beetle (genus Epilachna) were prepared in enantiomerically pure form via an efficient synthetic route using enantiomerically pure α-amino acids as chiral-pool starting materials. Macrocycles with rings containing up to 98 atoms were synthesized in good yield using Mukaiyama's macrolactonization conditions.