Kolavenol

Base Information

• Chemical Name: Kolavenol
• CAS No.: 19941-83-4
• Deprecated CAS: 23534-47-6
• Molecular Formula: C₂₀H₃₄O
• Molecular Weight: 290.489
• Nikkaji Number: J1.046.675J
• Wikidata: Q104402288
• ChEMBL ID: CHEMBL99403
• Mol file: 19941-83-4.mol

Synonyms:kolavenol

Chemical Property of Kolavenol

Chemical Property:

• Vapor Pressure: 2.97E-07mmHg at 25°C
• Boiling Point: 377.7°Cat760mmHg
• PKA: 14.45±0.10(Predicted)
• Flash Point: 123.3°C
• PSA: 20.23000
• Density: 0.915g/cm³
• LogP: 5.50400
• XLogP3: 6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 290.260965704
• Heavy Atom Count: 21
• Complexity: 433

Purity/Quality:

98% ^*data from raw suppliers

Kolavenol ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC2(C(C1(C)CCC(=CCO)C)CCC=C2C)C
• Isomeric SMILES: C[C@@H]1CC[C@@]2([C@@H]([C@@]1(C)CC/C(=C/CO)/C)CCC=C2C)C

Technology Process of Kolavenol

There total 21 articles about Kolavenol 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: 99.0%

kolavenic acid methyl ester (23527-24-4) → cleroda-3,13-dien-15-ol (19941-83-4)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 25 ℃; for 1.5h;

Reference yield: 96.0%

Triisopropyl-[(E)-3-methyl-5-((1S,2R,4aR,8aR)-1,2,4a,5-tetramethyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl)-pent-2-enyloxy]-silane → cleroda-3,13-dien-15-ol (19941-83-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)60896-1

Reference yield:

C25H27Cl4NO4 + C4H7ClOZn → cleroda-3,13-dien-15-ol (19941-83-4)

Guidance literature:

With [2,2]bipyridinyl; bis(2,4-pentanedionate)nickel(II) hydrate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; at 20 ℃; chemoselective reaction;

DOI:10.1038/nature22307

upstream raw materials:

kolavenic acid methyl ester

1-<5-Hydroxy-3-methyl-penten-(3)-yl>-1,2,5,10-tetramethyl-Δ⁵-oktalol-(3)

(4aR)-2,4a-dimethyl-5-methylene-trans-octahydronaphthalen-1(2H)-one

2-((1S,2R,4aR,8aR)-1,2,4a-trimethyl-5-methylenedecahydronaphthalen-1-yl)ethanol

Downstream raw materials:

Kolavelool

(1R,2R,3S,4R)-3-(5-Acetoxy-3-methyl-pentyl)-2-(2-methoxycarbonyl-ethyl)-1,3,4-trimethyl-cyclohexanecarboxylic acid methyl ester

Acetic acid 3-methyl-5-[(1S,6R)-1,3,6-trimethyl-2-(4-oxo-butyl)-cyclohex-2-enyl]-pentyl ester

Acetic acid 5-[(1S,6R)-1,6-dimethyl-3-methylene-2-(4-oxo-butyl)-cyclohexyl]-3-methyl-pentyl ester

Refernces

• 1、 Iio,Asao,Tokoroyama. "Syntheses of agelasin B and its analogues". . p. 774 - 775. Retrieved 1985.
• 2、 Edwards, Jacob T.,Merchant, Rohan R.,McClymont, Kyle S.,Knouse, Kyle W.,Qin, Tian,Malins, Lara R.,Vokits, Benjamin,Shaw, Scott A.,Bao, Deng-Hui,Wei, Fu-Liang,Zhou, Ting,Eastgate, Martin D.,Baran, Phil S.. "Decarboxylative alkenylation". . p. 213 - 218. Retrieved 2017/05/19.