ArteMether Tetrahydrofuran Acetate

Base Information

• Chemical Name: ArteMether Tetrahydrofuran Acetate
• CAS No.: 181528-64-3
• Molecular Formula: C₁₆H₂₆O₅
• Molecular Weight: 298.379
• Mol file: 181528-64-3.mol

Synonyms:ArteMether Tetrahydrofuran Acetate;(3aS,4R,6aS,7R,8S,10R,10aR)-Octahydro-8-Methoxy-4,7-diMethyl-2H,10H-furo[3,2-i][2]benzopyran-10-ol 10-Acetate;[3aS-(3aα,4α,6aα,7β,8β,10α,10aS*)]-Octahydro-8-Methoxy-4,7-diMethyl-2H,10H-furo[3,2-i][2]benzopyran-10-ol

Chemical Property of ArteMether Tetrahydrofuran Acetate

Chemical Property:

• Melting Point: 93-94 °C
• Boiling Point: 382.5±42.0 °C(Predicted)
• PSA: 53.99000
• Density: 1.13±0.1 g/cm3(Predicted)
• LogP: 2.33580
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

98% ^*data from raw suppliers

ArtemetherTetrahydrofuranAcetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ArteMether Tetrahydrofuran Acetate

There total 5 articles about ArteMether Tetrahydrofuran Acetate 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: 48.0%

α-artemether → (3aS,4R,6aS,7R,8R,10R,10aR)-3,3a,4,5,6,6a,7,8-octahydro-8-methoxy-4,7-dimethyl-2H,10H-furo[3,2-i]benzopyran-10-yl acetate (1453465-55-8,181528-64-3) + (3aS,4R,6aS,7R,8R,10R,10aR)-3,3a,4,5,6,6a,7,8-octahydro-4,7-dimethyl-2H,10H-furo[3,2-i]benzopyran-10-ol

Guidance literature:

With enzymes produced by Glycyrrhiza glabra (Linn_.); In ethanol; for 96h; Reagent/catalyst;

DOI:10.1007/s00044-013-0726-x

Reference yield: 44.0%

artemether (71963-77-4) → 9α-acetoxy-10β-methoxyartemethin-I (181528-64-3) + 3α-hydroxydeoxydihydroqinghaosu + 3α-hydroxy-12β-methoxyartemethin-III (174097-70-2)

Guidance literature:

With iron(II) sulfate; In water; acetonitrile; at 37 ℃;

DOI:10.1021/ja973080o

Reference yield: 32.0%

artemether (71963-77-4) → 3α-hydroxydeoxy-β-artemether + 2-[(R)-4-Methyl-2-oxo-3-(3-oxo-butyl)-cyclohexyl]-propionaldehyde + 9α-acetoxy-10β-methoxyartemethin-I (181528-64-3)

Guidance literature:

With iron(II) chloride; In acetonitrile; for 0.0333333h; Ambient temperature;

DOI:10.1002/hlca.19960790520

upstream raw materials:

artemether

DL-cysteine hydrochloride

Refernces

• 1、 Gaur, Rashmi,Patel, Suman,Verma, Ram Kishor,Mathur, Archana,Bhakuni, Rajendra Singh. "Biotransformation of artemisinin derivatives by Glycyrrhiza glabra, Lavandula officinalis, and Panax quinquefolium". . p. 1202 - 1206. Retrieved 2014/03/21.
• 2、 Wu, Wen-Min,Chen, Yan-Li,Zhai, Zili,Xiao, Shu-Hua,Wu, Yu-Lin. "Study on the mechanism of action of artemether against schistosomes: The identification of cysteine adducts of both carbon-centred free radicals derived from artemether". . p. 1645 - 1647. Retrieved 2007/10/03.