Taxa-4(20),11-dien-5alpha-ol

Base Information

• Chemical Name: Taxa-4(20),11-dien-5alpha-ol
• CAS No.: 178888-02-3
• Molecular Formula: C20H32O
• Molecular Weight: 288.4675
• DSSTox Substance ID: DTXSID40332110
• Nikkaji Number: J1.110.894F
• Wikidata: Q27104103
• Metabolomics Workbench ID: 28643
• Mol file: 178888-02-3.mol

Synonyms:taxa-4(20),11-dien-5alpha-ol;178888-02-3;Taxa-4(20),11(12)-dien-5alpha-ol;(1S,3S,5S,8R)-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.03,8]pentadec-11-en-5-ol;SCHEMBL713065;CHEBI:30038;DTXSID40332110;Taxa-4(20),11-diene-5alpha-ol;LMPR0104390003;Q27104103

Chemical Property of Taxa-4(20),11-dien-5alpha-ol

Chemical Property:

• Vapor Pressure: 1.48E-07mmHg at 25°C
• Boiling Point: 386.2°Cat760mmHg
• Flash Point: 164.4°C
• PSA: 20.23000
• Density: 0.99g/cm³
• LogP: 5.25640
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 288.245315640
• Heavy Atom Count: 21
• Complexity: 484

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2CCC3(CCC(C(=C)C3CC(C2(C)C)CC1)O)C
• Isomeric SMILES: CC1=C2CC[C@@]3(CC[C@@H](C(=C)[C@H]3C[C@@H](C2(C)C)CC1)O)C

Technology Process of Taxa-4(20),11-dien-5alpha-ol

There total 4 articles about Taxa-4(20),11-dien-5alpha-ol 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: 60.0%

taxadiene-4(5)-epoxide → taxa-4(20),11(12)-dien-5-ol (178888-02-3)

Guidance literature:

With diethyl(2,2,6,6-tetramethylpiperidino)aluminium; In toluene; at 0 ℃;

DOI:10.1039/c5sc03463a

Reference yield: 17.0%

taxadiene-4(5)-epoxide → 5(12)-oxa-3(11)-cyclotaxane + C20H32O + taxa-4(20),11(12)-dien-5-ol (178888-02-3)

Guidance literature:

With toluene-4-sulfonic acid; In benzene-d6; at 23 ℃; for 0.666667h;

DOI:10.1039/c5sc03463a

Reference yield:

taxadiene (163594-75-0) → taxa-4(20),11(12)-dien-5-ol (178888-02-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 3,3-dimethyldioxirane / acetone; dichloromethane / 1 h / 0 - 20 °C

2: diethyl(2,2,6,6-tetramethylpiperidino)aluminium / toluene / 0 °C

With diethyl(2,2,6,6-tetramethylpiperidino)aluminium; 3,3-dimethyldioxirane; In dichloromethane; acetone; toluene;

DOI:10.1039/c5sc03463a

upstream raw materials:

taxadiene