CAS No.80286-58-4,artemisic acid Suppliers

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Basic Information

Molecular Structure:
CAS No.:	80286-58-4
Name:	artemisic acid
Article Data:	5

Formula:	C₁₅H₂₂O₂
Molecular Weight:	234.338
Synonyms:	Arteannuic acid;Artemisininic acid;Qing Hao acid;
Density:	1.019 g/cm³
Melting Point:	129-131 °C
Boiling Point:	373.563 °C at 760 mmHg
Flash Point:	273.336 °C
PSA:	37.30000
LogP:	3.64580

Synthetic route

: 125184-95-4
dehydroartemisinyl alcohol

: 80286-58-4
artemisinic acid

Conditions

Conditions	Yield
With Jones reagent In acetone at 20℃;	100%

: 64-17-5
ethanol

: 50-99-7
D-glucose

: 80286-58-4
artemisinic acid

Conditions

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

: 64-17-5
ethanol

A: artemisinic aldehyde

B: 80286-58-4
artemisinic acid

C: 92692-39-2
(1R,4R,4aS,8aR)-4,7-dimethyl-1-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalene

D: 125184-95-4
dehydroartemisinyl alcohol

Conditions

Conditions	Yield
With Tetradecanoic acid 1-methylethyl ester Reagent/catalyst; Enzymatic reaction;

...Expand

: 64-17-5
ethanol

A: 80286-58-4
artemisinic acid

B: 92692-39-2
(1R,4R,4aS,8aR)-4,7-dimethyl-1-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalene

C: 125184-95-4
dehydroartemisinyl alcohol

Conditions

Conditions	Yield
With Tetradecanoic acid 1-methylethyl ester Reagent/catalyst; Enzymatic reaction;

...Expand

: 186581-53-3, 908094-01-9
diazomethane

: 80286-58-4
artemisinic acid

: 82869-24-7
methyl artemisinate

Conditions

Conditions	Yield
In diethyl ether at 0℃;	100%
In diethyl ether at 0℃;	99%
In diethyl ether for 0.333333h; Ambient temperature;	98%

: 80286-58-4
artemisinic acid

: 85031-59-0, 110715-68-9, 126643-10-5
dihydroartemisinic acid

Conditions

Conditions	Yield
With lithium borohydride; nickel dichloride In methanol for 2h; Ambient temperature;	100%
With C48H50Cl4N2O2P2Ru3; hydrogen; sodium hydrogencarbonate In methanol at 0℃; under 22502.3 Torr; for 36h; Autoclave;	98%
With palladium on activated charcoal; hydrogen In chloroform at 20℃; under 750.075 Torr; Solvent; Pressure; Reagent/catalyst;	98%

: 186581-53-3, 908094-01-9
diazomethane

: 80286-58-4
artemisinic acid

: 150665-64-8
(S)-3-((1R,4R,4aS,8aR)-4,7-Dimethyl-1,2,3,4,4a,5,6,8a-octahydro-naphthalen-1-yl)-4,5-dihydro-3H-pyrazole-3-carboxylic acid methyl ester

Conditions

Conditions	Yield
In diethyl ether at 0℃; for 10h;	98%

: 80286-58-4
artemisinic acid

: 110715-68-9
(S)-dihydroartemisinic acid

Conditions

Conditions	Yield
With C48H50Cl4N2O2P2Ru3; hydrogen; sodium hydrogencarbonate In methanol at 0℃; under 22502.3 Torr; for 36h; Autoclave;	98%
With dihydrogen peroxide; hydrazine hydrate In ethanol at 0 - 20℃;	86%

: 80286-58-4
artemisinic acid

: 161022-41-9
dihydroartemisinic acid

Conditions

Conditions	Yield
With hydrogen; potassium hydroxide In water; toluene at 0 - 60℃; under 76005.1 Torr; for 12h; Reagent/catalyst; Solvent; Autoclave; enantioselective reaction;	97.4%
With hydrogen; Wilkinson's catalyst In methanol under 1551.49 - 1913.5 Torr; for 289h; Product distribution / selectivity; Parr apparatus;
With tris(triphenylphosphine)ruthenium(II) chloride; C48H50N2O2P2Ru; hydrogen; triethylamine In methanol at 0℃; under 15001.5 Torr; for 24h; Autoclave; enantioselective reaction;	n/a

: 80286-58-4
artemisinic acid

: 2450-71-7
Propargylamine

: 2-((1R,4R,4aS,8aR)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl)-N-(prop-2-yn-1-yl)acrylamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 25℃; for 6h; Inert atmosphere;	95%
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 25℃; for 6h; Inert atmosphere;	95%

Raw Materials

64-17-5

50-99-7

Downstream Products

50906-56-4

63968-64-9

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Specification

The Artemisinic acid, with the CAS registry number 80286-58-4, is also known as Arteannuic acid. It belongs to the product category of Miscellaneous Natural Products. This chemical's molecular formula is C₁₅H₂₂O₂ and molecular weight is 234.34. What's more, both its IUPAC name and systematic name are the same which is called 2-[(1R,4R,4aS,8aR)-4,7-Dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]prop-2-enoic acid.

Physical properties about Artemisinic acid are: (1)ACD/LogP: 5.11; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 3.91; (4)ACD/LogD (pH 7.4): 2.12; (5)ACD/BCF (pH 5.5): 281.08; (6)ACD/BCF (pH 7.4): 4.56; (7)ACD/KOC (pH 5.5): 895.70; (8)ACD/KOC (pH 7.4): 14.53; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 37.3 Å²; (13)Index of Refraction: 1.505; (14)Molar Refractivity: 68.127 cm³; (15)Molar Volume: 229.854 cm³; (16)Polarizability: 27.008×10^-24cm³; (17)Surface Tension: 34.031 dyne/cm; (18)Density: 1.019 g/cm³; (19)Flash Point: 273.336 °C; (20)Enthalpy of Vaporization: 68.177 kJ/mol; (21)Boiling Point: 373.563 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

Uses of Artemisinic acid: it is used to produce other chemicals. For example, it can react with qinghao acid to get methyl artemisinate. This reaction needs solvent diethyl ether at temperature of 0 °C. The reaction time is 30 min. The yield is 98 %.

Artemisinic acid can react with qinghao acid to get methyl artemisinate.

You can still convert the following datas into molecular structure:
(1) SMILES: OC(=O)C(=C)[C@@H]1CC[C@@H](C)[C@@H]2CCC(\C)=C/[C@H]12
(2) InChI: InChI=1S/C15H22O2/c1-9-4-6-12-10(2)5-7-13(14(12)8-9)11(3)15(16)17/h8,10,12-14H,3-7H2,1-2H3,(H,16,17)/t10-,12+,13+,14+/m1/s1
(3) InChIKey: PLQMEXSCSAIXGB-SAXRGWBVSA-N