Hydnocarpic acid

Base Information

• Chemical Name: Hydnocarpic acid
• CAS No.: 459-67-6
• Molecular Formula: C16H28 O2
• Molecular Weight: 252.397
• UNII: 84492ZS09R
• DSSTox Substance ID: DTXSID30196647
• Nikkaji Number: J94.889F
• Wikipedia: Hydnocarpic_acid
• Wikidata: Q27131272
• Metabolomics Workbench ID: 61764
• Mol file: 459-67-6.mol

Synonyms:hydnocarpic acid;hydnocarpic acid, sodium salt

Chemical Property of Hydnocarpic acid

Chemical Property:

• Vapor Pressure: 7.91E-07mmHg at 25°C
• Melting Point: 59-60°
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 380.1°Cat760mmHg
• PKA: 4.78±0.10(Predicted)
• Flash Point: 276.9°C
• PSA: 37.30000
• Density: 0.96g/cm³
• LogP: 4.93820
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 11
• Exact Mass: 252.208930132
• Heavy Atom Count: 18
• Complexity: 246

Purity/Quality:

99%, ^*data from raw suppliers

Hydnocarpic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C=C1)CCCCCCCCCCC(=O)O
• Isomeric SMILES: C1C[C@H](C=C1)CCCCCCCCCCC(=O)O
• Uses: Hydnocarpic Acid is a bioactive compound in Andrographis echioides (L.) Nees. leaves. It is used to treat leprosy.

Technology Process of Hydnocarpic acid

There total 5 articles about Hydnocarpic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

11-((R)-cyclopent-2-enyl)undecanal → hydnocarpic acid (459-67-6)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; In tert-butyl alcohol; at 20 ℃; for 1h;

Reference yield:

(+)-(R)-3-(bromoundecenyl)cyclopent-1-ene → hydnocarpic acid (459-67-6)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydrogencarbonate; water; dimethyl sulfoxide / 22 h / 95 °C

2: Dess-Martin periodane / dichloromethane / 0.5 h / 20 °C

3: sodium chlorite; sodium dihydrogenphosphate / tert-butyl alcohol / 1 h / 20 °C

With sodium chlorite; sodium dihydrogenphosphate; water; sodium hydrogencarbonate; Dess-Martin periodane; dimethyl sulfoxide; In dichloromethane; tert-butyl alcohol;

Reference yield:

11-((R)-cyclopent-2-enyl)undecan-1-ol (5587-77-9) → hydnocarpic acid (459-67-6)

Guidance literature:

Multi-step reaction with 2 steps

1: Dess-Martin periodane / dichloromethane / 0.5 h / 20 °C

2: sodium chlorite; sodium dihydrogenphosphate / tert-butyl alcohol / 1 h / 20 °C

With sodium chlorite; sodium dihydrogenphosphate; Dess-Martin periodane; In dichloromethane; tert-butyl alcohol;

upstream raw materials:

2-cyclopenten-1-yl chloride

1-undecen-11-ylbromide

11-((R)-cyclopent-2-enyl)undecan-1-ol

Downstream raw materials:

1-((R)-cyclopenten-2-yl)-undecanoic acid-⁽¹¹⁾-ethyl ester

Refernces

• 1、 You, Hengzhi,Rideau, Emeline,Sidera, Mireia,Fletcher, Stephen P.. "Non-stabilized nucleophiles in Cu-catalysed dynamic kinetic asymmetric allylic alkylation". . p. 351 - 355. Retrieved 2015/04/27.