(-)-longicamphenylone

Base Information

• Chemical Name: (-)-longicamphenylone
• CAS No.: 116403-51-1
• Molecular Formula: C₁₄H₂₂O
• Molecular Weight: 206.328
• Mol file: 116403-51-1.mol

Synonyms:(-)-longicamphenylone

Chemical Property of (-)-longicamphenylone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-longicamphenylone

There total 2 articles about (-)-longicamphenylone 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: 36.0%

longifolene (475-20-7) → (1S,3aR,4S,8aS,9R)-decahydro-4,8,8-trimethyl-1,4-methanoazulen-9-carboxylic acid (487-73-0) + (1S,3aR,4S,8aS,9S)-decahydro-4,8,8-trimethyl-1,4-methanoazulen-9-carboxylic acid (487-74-1) + longidione (474-96-4,4439-95-6,140223-97-8) + (-)-longicamphenylone (116403-51-1)

Guidance literature:

With ruthenium(II) chloride; sodium periodate; In chloroform; water; acetonitrile; for 8h; Yield given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1080/00397919208021313

Reference yield: 22.0%

longifolene (475-20-7) → (1S,3aR,4S,8aS,9R)-decahydro-4,8,8-trimethyl-1,4-methanoazulen-9-carboxylic acid (487-73-0) + (-)-longicamphenylone (116403-51-1) + (1S,3aR,4S,8aR,9S)-1,2,3,3a,4,5,6,7,8,8a-decahydro-4,8,8-trimethylspiro[1,4-methanoazulene-9,2'-oxirane] (41530-82-9) + (E)-[(1S,3aR,4S,8aR)-decahydro-4,8,8-trimethyl-1,4-methanoazulen-9-ylidene]methanol

Guidance literature:

With potassium permanganate; Aliquat 336; In dichloromethane; Further byproducts given;

DOI:10.1002/hlca.200390000

Reference yield: 97.0%

(-)-longicamphenylone (116403-51-1) → Longicamphenilol (475-23-0)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 24h;

upstream raw materials:

longifolene

Downstream raw materials:

Longicamphenilol

longifolene

7α-hydroxynorlongifolane

7β-hydroxynorlongifolane

Refernces

• 1、 Mehta,Thomas. "Longifolene as a chiron: Extraction of the bicyclic core of the spongian-type diterpenoids". . p. 1831 - 1838. Retrieved 2007/10/02.