459-67-6

Basic information

• Product Name: hydnocarpic acid
• Synonyms: hydnocarpic acid;(R)-2-Cyclopentene-1-undecanoic acid;11-(2-Cyclopenten-1-yl)undecanoic acid;5587-76-8 (Hydrochloride salt);(R)-hydnocarpic acid
• CAS NO: 459-67-6
• Molecular Formula: C₁₆H₂₈O₂
• Molecular Weight: 252.39
• Mol File: 459-67-6.mol
• Article Data: 2

Chemical Properties

• Melting Point: 59-60°
• Boiling Point: 355.57°C (rough estimate)
• Flash Point: 276.9°C
• Appearance: /
• Density: 0.9615 (rough estimate)
• Vapor Pressure: 7.91E-07mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• PKA: 4.78±0.10(Predicted)
• CAS DataBase Reference: hydnocarpic acid(CAS DataBase Reference)
• NIST Chemistry Reference: hydnocarpic acid(459-67-6)
• EPA Substance Registry System: hydnocarpic acid(459-67-6)

Safety Data

• Hazardous Substances Data: 459-67-6(Hazardous Substances Data)

Usage

Uses

Hydnocarpic Acid is a bioactive compound in Andrographis echioides (L.) Nees. leaves. It is used to treat leprosy.

Definition

ChEBI: An optically active form of hydnocarpic acid having (R)-configuration.

InChI:InChI=1/C16H28O2/c17-16(18)14-8-6-4-2-1-3-5-7-11-15-12-9-10-13-15/h9,12,15H,1-8,10-11,13-14H2,(H,17,18)/t15-/m0/s1

Upstream product

• 5587-77-9 11-((R)-cyclopent-2-enyl)undecan-1-ol 
• 7766-50-9 1-undecen-11-ylbromide 
• 96-40-2 2-cyclopenten-1-yl chloride 

Downstream Products

• 3552-12-3 1-((R)-cyclopenten-2-yl)-undecanoic acid-⁽¹¹⁾-ethyl ester 

Relevant articles and documents

ASYMMETRIC SYNTHESIS OF CHIRAL COMPOUNDS

The present invention provides processes for the production of chiral compounds in a stereoisomeric excess, the processes comprising: (i) contacting a first compound comprising an alkene or alkyne bond with a hydrometallating agent, wherein the first compound and the hydrometallating agent are contacted under conditions such that the first compound is hydrometallated by said hydrometallating agent; and (ii) contacting the hydrometallated first compound with a second compound comprising an allylic group, wherein the hydrometallated first compound and the second compound are contacted under conditions such that they undergo an asymmetric allylic alkylation reaction in which a carbon atom of the hydrometallated first compound binds to a carbon atom of said allylic group, forming a stereoisomeric excess of a compound having a chiral centre in an allylic position, said chiral centre being located at the carbon atom bound by said first compound, wherein said asymmetric allylic alkylation reaction is performed in the presence of a metal catalyst comprising a chiral ligand. In particular, the present invention provides processes for the production of a stereoisomeric excess of a compound of the formula (IA), (IB), (IA') or (IB') as defined herein.