2-(4,7-Dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl)prop-2-enoic acid

Base Information

• Chemical Name: 2-(4,7-Dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl)prop-2-enoic acid
• CAS No.: 80286-58-4
• Molecular Formula: C15H22O2
• Molecular Weight: 234.338
• DSSTox Substance ID: DTXSID301001147
• Wikidata: Q105211146
• Mol file: 80286-58-4.mol

Synonyms:DTXSID301001147;2-(4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl)prop-2-enoic acid

Chemical Property of 2-(4,7-Dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl)prop-2-enoic acid

Chemical Property:

• Vapor Pressure: 1.31E-06mmHg at 25°C
• Melting Point: 129-131 °C
• Refractive Index: 1.504
• Boiling Point: 373.563 °C at 760 mmHg
• PKA: 4.32±0.11(Predicted)
• Flash Point: 273.336 °C
• PSA: 37.30000
• Density: 1.019 g/cm³
• LogP: 3.64580
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 234.161979940
• Heavy Atom Count: 17
• Complexity: 367

Purity/Quality:

99.9% ^*data from raw suppliers

Artemisic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC(C2C1CCC(=C2)C)C(=C)C(=O)O
• Isomeric SMILES: C[C@@H]1CCC(C2C1CCC(=C2)C)C(=C)C(=O)O
• Uses: Artemisic Acid is a derivative of Artemisinin (A777500), an antimalarial constituent of the tradional Chinese medicinal herb Artemisia annua L., Compositae, which has been known for almost 2000 years as Qinghao. Antimalarial.

Technology Process of 2-(4,7-Dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl)prop-2-enoic acid

There total 7 articles about 2-(4,7-Dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl)prop-2-enoic 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: 100.0%

dehydroartemisinyl alcohol (125184-95-4) → artemisinic acid (80286-58-4)

Guidance literature:

With Jones reagent; In acetone; at 20 ℃;

Reference yield: 88.0%

→ artemisinic acid (80286-58-4)

Guidance literature:

With sodium citrate; In water; iso-butanol; for 0.5h; pH=3.0 - 6.0; Purification / work up;

Reference yield:

ethanol (64-17-5) + D-glucose (50-99-7) → artemisinic acid (80286-58-4)

Guidance literature:

With Tetradecanoic acid 1-methylethyl ester; artemisinic acid producing yeast strain; In water; for 123.4h; Product distribution / selectivity; Enzymatic reaction;

upstream raw materials:

dehydroartemisinyl alcohol

ethanol

D-glucose

Downstream raw materials:

(+)-deoxyartemisinin

(1R,2S,3R,6S)-1-Hydroperoxy-6-((R)-2-hydroxy-1-methyl-ethyl)-3-methyl-2-(3-oxo-butyl)-cyclohexanecarbaldehyde

(S)-dihydroartemisinic acid

dihydroartemisinic acid

Refernces

• 1、 -. "COMPOSITIONS COMPRISING ARTEMISINIC ACID AND METHODS OF THEIR PREPARATION". Page/Page column 25-26. . Retrieved 2009/08/14.
• 2、 -. "Cyclic peroxyacetal lactone, lactol and ether compounds". . . Retrieved 2008/06/13.