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CAS No.: | 75887-54-6 |
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Name: | Arteether |
Article Data: | 14 |
Molecular Structure: | |
Formula: | C17H28O5 |
Molecular Weight: | 312.406 |
Synonyms: | 3,12-Epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin,10-ethoxydecahydro-3,6,9-trimethyl-, [3R-(3a,5ab,6b,8ab,9a,10a,12b,12aR*)]-;Artemotil;Dihydroqinghaosu ethyl ether;NSC 665971;SM 227;b-Arteether;3,12-Epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin,10-ethoxydecahydro-3,6,9-trimethyl-, (3R,5aS,6R,8aS,9R,10S,12R,12aR)-; |
Density: | 1.16 g/cm3 |
Melting Point: | 80-820 °C |
Boiling Point: | 372.4 °C at 760 mmHg |
Flash Point: | 146 °C |
Appearance: | white crystalline solid |
PSA: | 46.15000 |
LogP: | 3.23090 |
3-oxo-8α-hydroxy-6,11β,7αH-eudesm-4-en-6,12-olide
artemotil
Conditions | Yield |
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chloromethyldimethylsilane In ethanol at 20 - 23℃; for 0.666667 - 1.83333h; Acidic conditions; | 80.5% |
Stage #1: 3-oxo-8α-hydroxy-6,11β,7αH-eudesm-4-en-6,12-olide; chloromethyldimethylsilane In ethanol at 20 - 23℃; for 2h; Acidic conditions; Stage #2: chloromethyldimethylsilane In ethanol at 20℃; for 2h; Acidic conditions; | 74% |
Stage #1: 3-oxo-8α-hydroxy-6,11β,7αH-eudesm-4-en-6,12-olide; toluene-4-sulfonic acid In ethanol at 20 - 23℃; for 4h; Acidic conditions; Stage #2: toluene-4-sulfonic acid In ethanol at 20℃; for 4h; Acidic conditions; | 53% |
artemotil
Conditions | Yield |
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With 2,2'-azobis(isobutyronitrile); n-Bu3SnH4 In toluene for 20h; Heating; | 75% |
Conditions | Yield |
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With boron trifluoride diethyl etherate In benzene for 1h; Heating; | A n/a B 72% |
Conditions | Yield |
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Stage #1: orthoformic acid triethyl ester; dihydroartesiminin In ethanol at 20℃; for 0.25h; Stage #2: With acetyl chloride In ethanol at 10 - 15℃; Stage #3: With sodium hydrogencarbonate In ethanol; water at 0 - 5℃; for 2h; | 71.38% |
3-oxo-8α-hydroxy-6,11β,7αH-eudesm-4-en-6,12-olide
artemotil
Conditions | Yield |
---|---|
Stage #1: artemisin; D-Galactose In ethanol at 20 - 23℃; for 1.58333h; Stage #2: 3-oxo-8α-hydroxy-6,11β,7αH-eudesm-4-en-6,12-olide; chloromethyldimethylsilane In ethanol for 2h; Acidic conditions; | 62% |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate | |
With chloro-trimethyl-silane for 4h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts; | |
With chloro-trimethyl-silane In ethanol at 20 - 23℃; for 1h; |
Conditions | Yield |
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With triphenylphosphine hydrobromide In dichloromethane for 8h; Ambient temperature; Yield given. Yields of byproduct given; |
Conditions | Yield |
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With boron trifluoride diethyl etherate In benzene for 1h; Heating; |
C12H13O2(CH3)3(O)(OO)
artemotil
Conditions | Yield |
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Multi-step reaction with 2 steps 1: 91 percent / NaBH4 / methanol / 1 h / 0 °C 2: BF3*Et2O / benzene / 1 h / Heating View Scheme | |
Multi-step reaction with 3 steps 1: 87 percent / NaBH4 2: 80 percent / P2O5 / CH2Cl2 / 0.5 h / Ambient temperature 3: triphenylphosphine hydrobromide / CH2Cl2 / 8 h / Ambient temperature View Scheme | |
Multi-step reaction with 2 steps 1: 79 percent / sodium borohydride / methanol / 3 h / 0 - 5 °C 2: 72 percent / BF3*Et2O / benzene / 1 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: NaBH4 / methanol 2: BF3*OEt2 View Scheme |
9,10-dehydrodihydroartemisinin
artemotil
Conditions | Yield |
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Multi-step reaction with 3 steps 1: aq. Br2 2: 70 percent / BF3*Et2O / CHCl3 / 10 h / 50 °C 3: 75 percent / n-Bu3SnH4, AIBN / toluene / 20 h / Heating View Scheme |
Molecular structure of Arteether (CAS NO.75887-54-6) is:
Product Name: Arteether
CAS Registry Number: 75887-54-6
Molecular Weight: 312.40122 [g/mol]
Molecular Formula: C17H28O5
XLogP3-AA: 3.4
H-Bond Donor: 0
H-Bond Acceptor: 5
Melting Point: 80-820 °C
Surface Tension: 39.7 dyne/cm
Density: 1.16 g/cm3
Flash Point: 146 °C
Enthalpy of Vaporization: 59.52 kJ/mol
Boiling Point: 372.4 °C at 760 mmHg
Vapour Pressure: 2.06E-05 mmHg at 25°C
Product Categories: Antimalarial;Intermediates & Fine Chemicals;Pharmaceuticals
Arteether (CAS NO.75887-54-6) is a fast acting blood schizonticide specifically indicated for the treatment of chloroquine-resistant Plasmodium falciparum malaria and cerebral malaria cases.
Arteether , its cas register number is 75887-54-6. It also can be called (3R,5aS,6R,8aS,9R,10S,12R,12aR)-10-Ethoxydecahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano(4,3-j)-1,2-benzodioxepin ; Artemotil ; Dihydroartemisinin ethyl ether ; 3,12-Epoxy-12H-pyrano(4,3-j)-1,2-benzodioxepin, 10-ethoxydecahydro-3,6,9-trimethyl-, (3S-(3alpha,5alpha,6alpha,8aalpha,9beta,10beta,12beta,12aalpha))- ; 3,12-Epoxy-12H-pyrano(4,3-j)-1,2-benzodioxepin, decahydro-10-ethoxy-3,6,9-trimethyl-, (3R-(3alpha,5abeta,6beta,8abeta,9alpha,10alpha,12beta,12aR*))- . It is a white crystalline solid.