(1S,4aR,5R)-5-[2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid

Base Information

• Chemical Name: (1S,4aR,5R)-5-[2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
• CAS No.: 4966-13-6
• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.441
• NSC Number: 664875
• Wikidata: Q105381469
• ChEMBL ID: CHEMBL1982659
• Mol file: 4966-13-6.mol

Synonyms:lambertian acid;lambertianic acid

Chemical Property of (1S,4aR,5R)-5-[2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid

Chemical Property:

• Vapor Pressure: 4.16E-08mmHg at 25°C
• Boiling Point: 389.3°Cat760mmHg
• Flash Point: 189.2°C
• PSA: 50.44000
• Density: 1.06g/cm³
• LogP: 5.07570
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 316.20384475
• Heavy Atom Count: 23
• Complexity: 485

Purity/Quality:

LAMBERTIANIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCCC(C1CCC(=C)C2CCC3=COC=C3)(C)C(=O)O
• Isomeric SMILES: C[C@]12CCC[C@](C1CCC(=C)[C@H]2CCC3=COC=C3)(C)C(=O)O

Technology Process of (1S,4aR,5R)-5-[2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid

There total 1 articles about (1S,4aR,5R)-5-[2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic 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:

→ (1S,4aR,5S)-5-(2-Furan-3-yl-ethyl)-1,4a-dimethyl-6-methylene-decahydro-naphthalene-1-carboxylic acid (1235-76-3,1235-77-4,4966-13-6,10267-14-8)

Guidance literature:

aus dem Methylester der Saeure durch Verseifung;

DOI:10.1248/cpb.12.744

Reference yield: 96.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + lambertiainic acid (1235-76-3,1235-77-4,4966-13-6,10267-14-8) → lambertianic acid methyl ester (1238-98-8,2222-52-8,4966-14-7,10267-15-9)

Guidance literature:

In diethyl ether; at 20 ℃; for 2h;

DOI:10.1016/j.bmcl.2006.05.077

Reference yield:

lambertiainic acid (1235-76-3,1235-77-4,4966-13-6,10267-14-8) + 1-[2-(2-methoxy-phenyl)-ethyl]-pyrrole-2,5-dione → (1RS,2SR,6RS,7RS)-8-[18-carboxy-13,14,15,16-tetranorlabd-8(17)-en-12-yl]-4-[2-(o-methoxyphenyl)ethyl]-10-oxa-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione + (1SR,2SR,6RS,7SR)-8-[18-carboxy-13,14,15,16-tetranorlabd-8(17)-en-12-yl]-4-[2-(o-methoxyphenyl)ethyl]-10-oxa-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione

Guidance literature:

With zinc(II) chloride; In tetrahydrofuran; at 20 ℃; for 20h; Title compound not separated from byproducts;

DOI:10.1023/A:1023490528591