8,12-Dimethyl-2-methylidene-5-(propan-2-yl)cyclotetradeca-5,7,11-triene-1,4-diol

Base Information

• Chemical Name: 8,12-Dimethyl-2-methylidene-5-(propan-2-yl)cyclotetradeca-5,7,11-triene-1,4-diol
• CAS No.: 77393-99-8
• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.473
• DSSTox Substance ID: DTXSID90701397
• Wikidata: Q82633027,Q104394253
• Mol file: 77393-99-8.mol

Synonyms:DTXSID90701397;77393-99-8;8,12-Dimethyl-2-methylidene-5-(propan-2-yl)cyclotetradeca-5,7,11-triene-1,4-diol

Chemical Property of 8,12-Dimethyl-2-methylidene-5-(propan-2-yl)cyclotetradeca-5,7,11-triene-1,4-diol

Chemical Property:

• PSA: 40.46000
• LogP: 4.70350
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 304.240230259
• Heavy Atom Count: 22
• Complexity: 466

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CCCC(=CC=C(C(CC(=C)C(CC1)O)O)C(C)C)C

Technology Process of 8,12-Dimethyl-2-methylidene-5-(propan-2-yl)cyclotetradeca-5,7,11-triene-1,4-diol

There total 3 articles about 8,12-Dimethyl-2-methylidene-5-(propan-2-yl)cyclotetradeca-5,7,11-triene-1,4-diol 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:

ximaoglaucumin D → sarcophytol E (77393-99-8)

Guidance literature:

With triphenylphosphine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/j.bmc.2021.116139

Reference yield:

(14S)-acetoxycembra-1,3,7,11-tetraene (118101-39-6) → sarcophytol E (77393-99-8)

Guidance literature:

Multi-step reaction with 2 steps

1: m-chloroperbenzoic acid

2: 7.2 mg / 70percent HClO₄ / acetone; H₂O / 0.5 h / Ambient temperature

With perchloric acid; 3-chloro-benzenecarboperoxoic acid; In water; acetone;

DOI:10.1248/cpb.37.631

Reference yield:

(11S,12S,14S,1E,3E,7E)-14-acetoxy-11,12-epoxycembra-1,3,7-triene (88924-80-5) → (5Z,7E,11E)-(1S,2R,4S)-5-Isopropyl-2,8,12-trimethyl-cyclotetradeca-5,7,11-triene-1,2,4-triol + sarcophytol E (77393-99-8)

Guidance literature:

With perchloric acid; In water; acetone; for 0.5h; Ambient temperature;

DOI:10.1248/cpb.37.631

upstream raw materials:

(11S,12S,14S,1E,3E,7E)-14-acetoxy-11,12-epoxycembra-1,3,7-triene

(14S)-acetoxycembra-1,3,7,11-tetraene