(-)-Modhephene

Base Information

• Chemical Name: (-)-Modhephene
• CAS No.: 68269-87-4
• Deprecated CAS: 88314-69-6,121469-29-2
• Molecular Formula: C15H24
• Molecular Weight: 204.35
• Nikkaji Number: J402.762K
• Wikidata: Q104916281
• Mol file: 68269-87-4.mol

Synonyms:modhephene

Chemical Property of (-)-Modhephene

Chemical Property:

• Vapor Pressure: 0.0134mmHg at 25°C
• Boiling Point: 267.5°C at 760 mmHg
• Flash Point: 113.8°C
• PSA: 0.00000
• Density: 0.95g/cm³
• LogP: 4.55910
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 204.187800766
• Heavy Atom Count: 15
• Complexity: 336

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC23C1(CCC2)C(=CC3(C)C)C
• Isomeric SMILES: C[C@@H]1CC[C@@]23[C@@]1(CCC2)C(=CC3(C)C)C

Technology Process of (-)-Modhephene

There total 19 articles about (-)-Modhephene 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: 80.0%

(-)-modhephen-14-ethylenedithioacetal (898559-06-3) → (–)-modhephene (68269-87-4)

Guidance literature:

nickel; In ethanol; for 5h; Heating;

DOI:10.1021/jo060258t

Reference yield: 60.0%

(5S,6R,7R)-6,7,11,11-Tetramethyl-dispiro[3.0.4.2]undecan-6-ol (136655-32-8) → (–)-modhephene (68269-87-4)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; at 70 ℃; for 0.416667h;

Reference yield:

(+)-modhephen-14-al (898559-04-1) → (–)-modhephene (68269-87-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / CuSO₄ / benzene / 2 h / Heating

2: 80 percent / Raney nickel / ethanol / 5 h / Heating

With copper(II) sulfate; nickel; In ethanol; benzene;

DOI:10.1021/jo060258t

upstream raw materials:

(1R,5S,8S)-2,4,4,8-tetramethyltricyclo<3.3.3.0^1,5>undec-2-en-7-one

(5S,6R,7R)-6,7,11,11-Tetramethyl-dispiro[3.0.4.2]undecan-6-ol

(-)-modhephen-14-ethylenedithioacetal

(+)-modhephen-14-al

Downstream raw materials:

isocomene

Refernces

• 1、 Fitjer, Lutz,Oltra, Honorato Monzo,Noltemeyer, Mathias. "Synthese, absolute Konfiguration und spezifische Drehung von (+)- und (-)-Modhephen". . p. 1534 - 1536. Retrieved 2007/10/02.
• 2、 Mash, Eugene A.,Math, Shivanand K.,Flann, Christopher J.. "HOMOCHIRAL KETALS IN ORGANIC SYNTHESIS. ENANTIOSELECTIVE PREPARATION OF (+)-MODHEPENE". . p. 2147 - 2150. Retrieved 2007/10/02.