5-Tridecanolide, (R)-

Base Information

• Chemical Name: 5-Tridecanolide, (R)-
• CAS No.: 99461-66-2
• Molecular Formula: C13H24O2
• Molecular Weight: 212.32800
• UNII: 3WWU1W6372
• Nikkaji Number: J1.346.130I

Synonyms:5-Tridecanolide, (R)-;99461-66-2;5-Tridecanolide, (+)-;2H-Pyran-2-one, tetrahydro-6-octyl-, (R)-;3WWU1W6372;(R)-6-Octyltetrahydro-2H-pyran-2-one;2H-Pyran-2-one, tetrahydro-6-octyl-, (6R)-;(R)-delta-Tridecalactone;UNII-3WWU1W6372;(6R)-6-OCTYLOXAN-2-ONE;(R)-.DELTA.-TRIDECALACTONE;6beta-Octyltetrahydro-2H-pyran-2-one

Chemical Property of 5-Tridecanolide, (R)-

Chemical Property:

• PSA: 26.30000
• LogP: 3.83270
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 212.177630004
• Heavy Atom Count: 15
• Complexity: 177

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC1CCCC(=O)O1
• Isomeric SMILES: CCCCCCCC[C@@H]1CCCC(=O)O1

Technology Process of 5-Tridecanolide, (R)-

There total 2 articles about 5-Tridecanolide, (R)- 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: 51.0%

(-)-menthol (2216-51-5) + 5-octyl-5-oxopentanal (111183-87-0) → 6-octyl-3,4,5,6-tetrahydropyran-2-one (99461-66-2) + 1-octyl-1,2-cyclopentanediol (389837-81-4) + (1'R,2'S,5'R,5SR)-5-hydroxy-5-tridecanoic acid 2-isopropyl-5-methylcyclohexyl ester + 5-hydroxy-tridecanoic acid 1-[3-(2-isopropyl-5-methyl-cyclohexyloxycarbonyl)-propyl]-nonyl ester

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at 25 ℃; Further byproducts given;

DOI:10.1021/jo016058t

Reference yield: 51.0%

(-)-menthol (2216-51-5) + 5-octyl-5-oxopentanal (111183-87-0) → 5-Hydroxy-tridecanoic acid (R)-1-[3-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxycarbonyl)-propyl]-nonyl ester + 6-octyl-3,4,5,6-tetrahydropyran-2-one (99461-66-2) + 1-octyl-1,2-cyclopentanediol (389837-81-4) + (1'R,2'S,5'R,5SR)-5-hydroxy-5-tridecanoic acid 2-isopropyl-5-methylcyclohexyl ester

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at 25 ℃; Further byproducts given;

DOI:10.1021/jo016058t

upstream raw materials:

(-)-menthol

5-octyl-5-oxopentanal

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