1,4a-Dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid

Base Information

• Chemical Name: 1,4a-Dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid
• CAS No.: 17817-95-7
• Molecular Formula: C20H30O2
• Molecular Weight: 302.457
• European Community (EC) Number: 232-475-7,277-299-1,233-584-2,232-484-6
• ICSC Number: 0358
• NSC Number: 224316,224312,226139
• DSSTox Substance ID: DTXSID20275874
• Nikkaji Number: J3.129.758C
• Wikidata: Q82006107
• Mol file: 17817-95-7.mol

Synonyms:1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid;17817-95-7;Abieta-7,13-dien-18-oic acid;Resin acid;8050-09-7;Abieta-7,13-dien-18-oic acid #;Abietic acid Tech. Grade;10248-55-2;NCIOpen2_007684;Oprea1_474955;MLS006011475;SCHEMBL2754762;DTXSID20275874;[1R-(1.alpha.,4a.beta.,4b.alpha.,10a.alpha.)]-1,2,3,4,4a,4b,5,6,10,10a-Decahydro-1,4a-dimethyl-7-(1-methylethyl)-1-phenanthrenecarboxylic acid;1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,4b,5,6,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-, [1R-(1.alpha.,4a.beta.,4b.alpha.,10a.alpha.)]-;MFCD00001162;NSC224312;NSC224316;NSC226139;AKOS002945294;NSC-224312;NSC-224316;NSC-226139;8052-10-6;SMR002175750;FT-0621708;FT-0701292;1,2,3,4,4a,4b,5,6,10,10a-Decahydro-1,4a-dimethyl-7-(1-methylethyl)-1-phenanthrenecarboxylic acid;1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,4b,5,6,10,10a-decahydrophenanthrene-1-carboxylic acid;7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,4b,5,6,10,10a-decahydrophenanthrene-1-carboxylic acid;73138-82-6

Chemical Property of 1,4a-Dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid

Chemical Property:

• Boiling Point: 439.5°Cat760mmHg
• Flash Point: 208.1°C
• PSA: 37.30000
• Density: 1.06g/cm³
• LogP: 5.20620
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 302.224580195
• Heavy Atom Count: 22
• Complexity: 542

Purity/Quality:

90%,98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: UVCB,Biological Agents -> Rosin and Derivatives
• Canonical SMILES: CC(C)C1=CC2=CCC3C(C2CC1)(CCCC3(C)C(=O)O)C
• Inhalation Risk: A harmful concentration of airborne particles can be reached quickly when dispersed, especially if powdered or as fumes.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization. Repeated or prolonged inhalation may cause asthma.

Technology Process of 1,4a-Dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid

There total 5 articles about 1,4a-Dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-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: 89.0%

isopentylammonium abietate → (?)-abietic acid (514-10-3,4711-77-7,5618-76-8,17817-95-7,24563-90-4)

Guidance literature:

With hydrogenchloride; In diethyl ether; water;

DOI:10.1021/acs.joc.7b02911

Reference yield: 66.0%

(1R,4aR)-7-Isopropyl-1,4a-dimethyl-1,2,3,4,4a,4b,5,6,10,10a-decahydro-phenanthrene-1-carboxylic acid tert-butyl ester → (?)-abietic acid (514-10-3,4711-77-7,5618-76-8,17817-95-7,24563-90-4)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 80 ℃; for 24h;

DOI:10.1055/s-2002-32583

Reference yield:

→ (?)-abietic acid (514-10-3,4711-77-7,5618-76-8,17817-95-7,24563-90-4)

Guidance literature:

'Δ^8,12-abietadienoic acid', sd. wss.-alkohol. HCl;

DOI:10.1021/ja01472a043

Downstream raw materials:

abietic acid methyl ester

Acetic acid (S)-2-isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a-hexahydro-phenanthren-3-yl ester

(+)-taxodione

(-)-ambroxide

Refernces

• 1、 Masnyk, Marek,Butkiewicz, Aleksandra,Górecki, Marcin,Luboradzki, Roman,Paluch, Piotr,Potrzebowski, Marek J.,Frelek, Jadwiga. "In depth analysis of chiroptical properties of enones derived from abietic acid". . p. 3547 - 3561. Retrieved 2018/04/14.