(1S,3aα,8aα,9R)-Decahydro-4,8,8-trimethyl-1β,4β-methanoazulene-9-carboxylic acid

Base Information

• Chemical Name: (1S,3aα,8aα,9R)-Decahydro-4,8,8-trimethyl-1β,4β-methanoazulene-9-carboxylic acid
• CAS No.: 487-73-0
• Molecular Formula: C15H24O2
• Molecular Weight: 236.35
• Mol file: 487-73-0.mol

Synonyms:(1S,3aR,4S,8aS,9R)-decahydro-4,8,8-trimethyl-1,4-methanoazulen-9-carboxylic acid;(-)-longifolic acid;(-)-Longifolsaeure;(1S,3aR,4S,8aS,9R)-4,8,8-Trimethyl-decahydro-1,4-methano-azulene-9-carboxylic acid;Longifolsaeure;

Chemical Property of (1S,3aα,8aα,9R)-Decahydro-4,8,8-trimethyl-1β,4β-methanoazulene-9-carboxylic acid

Chemical Property:

• PSA: 37.30000
• LogP: 3.55960

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1S,3aα,8aα,9R)-Decahydro-4,8,8-trimethyl-1β,4β-methanoazulene-9-carboxylic acid

There total 11 articles about (1S,3aα,8aα,9R)-Decahydro-4,8,8-trimethyl-1β,4β-methanoazulene-9-carboxylic acid 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: 57.0%

Isolongifolol (469-27-2,1139-17-9,73543-07-4) → Isolongifolic acid (487-73-0,487-74-1)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; In acetone; at 5 - 10 ℃; for 2h;

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

upstream raw materials:

(+)-Longifolen

(7R)-longifolanoic acid-⁽¹⁵⁾-methyl ester

longifolene

Isolongifolol

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