N-Amino-11-azaartemisinin

Base Information

• Chemical Name: N-Amino-11-azaartemisinin
• CAS No.: 1086409-78-0
• Molecular Formula: C15H24N2O4
• Molecular Weight: 296.367
• Mol file: 1086409-78-0.mol

Synonyms:N-Amino-11-azaartemisinin;(3R,5aS,6R,8aS,9R,12R,12aR)-11-AMinodecahydro-3,6,9-triMethyl-3,12-epoxy-1,2-dioxepino[4,3-i]isoquinolin-10(3H)-one

Chemical Property of N-Amino-11-azaartemisinin

Chemical Property:

• PSA: 74.02000
• LogP: 2.19220

Purity/Quality:

98%Min ^*data from raw suppliers

N-Amino-11-azaartemisinin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A derivative of 11-Azaartemisinin which showed a high order of activity against multidrug-resistant malaria by oral route.

Technology Process of N-Amino-11-azaartemisinin

There total 3 articles about N-Amino-11-azaartemisinin 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: 70.0%

C12H13O2(CH3)3(O)(OO) (63968-64-9) → (3R,5aS,6R,8aS,9R,12R,12aR)-11-amino-3,6,9-trimethyldecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isoquinolin-10(3H)-one (1086409-78-0)

Guidance literature:

C₁₂H₁₃O₂(CH₃)3(O)(OO); With hydrazine; In methanol; chloroform; at 0 ℃; for 1h;

With 2,6-di-tert-butylphenol; sulfuric acid; silica gel; In chloroform; water; at 20 ℃; for 12h;

DOI:10.1021/ol802238d

Reference yield: 69.0%

C12H13O2(CH3)3(O)(OO) (63968-64-9) → N-amino-10-azadeoxyartemisinin (1086409-80-4) + (3R,5aS,6R,8aS,9R,12R,12aR)-11-amino-3,6,9-trimethyldecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isoquinolin-10(3H)-one (1086409-78-0)

Guidance literature:

C₁₂H₁₃O₂(CH₃)3(O)(OO); With hydrazine; In methanol; at 20 ℃; for 1h;

With 2,6-di-tert-butylphenol; sulfuric acid; silica gel; In chloroform; water; at 20 ℃; for 12h;

DOI:10.1021/ol802238d

Reference yield:

C12H13O2(CH3)3(O)(OO) (63968-64-9) → (3R,5aS,6R,8aS,9R,12R,12aR)-11-amino-3,6,9-trimethyldecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isoquinolin-10(3H)-one (1086409-78-0) + C15H24N2O3

Guidance literature:

C₁₂H₁₃O₂(CH₃)3(O)(OO); With hydrazine hydrate; In methanol; at 20 ℃; for 1h;

With 2,6-di-tert-butylphenol; sulfuric acid; silica gel; In chloroform; Overall yield = 59 %;

DOI:10.1021/jm401774f

upstream raw materials:

C₁₂H₁₃O₂(CH₃)3(O)(OO)

Downstream raw materials:

4-(trifluoromethyl)-N-((3R,5aS,6R,8aS,9R,12R,12aR)-3,6,9-trimethyl-10-oxodecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]-isoquinolin-11(12H)-yl)benzamide

N-((3R,5aS,6R,8aS,9R,12R,12aR)-3,6,9-trimethyl-10-oxodecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isoquinolin-11(12H)-yl)benzamide

N-((3R,5aS,6R,8aS,9R,12R,12aR)-3,6,9-trimethyl-10-oxodecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isoquinolin-11(12H)-yl)-[1,1′-biphenyl]-4-carboxamide

4-bromo-N-((3R,5aS,6R,8aS,9R,12R,12aR)-3,6,9-trimethyl-10-oxodecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isoquinolin-11(12H)-yl)benzamide

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