(3R,5aS,6R,8aS,9R,12R,12aR)-Decahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-ol

Base Information

• Chemical Name: (3R,5aS,6R,8aS,9R,12R,12aR)-Decahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-ol
• CAS No.: 131175-87-6
• Molecular Formula: C₁₅H₂₄O₅
• Molecular Weight: 284.353
• Hs Code.: 2932999000
• Mol file: 131175-87-6.mol

Synonyms:3,12-Epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-ol, decahydro-3,6,9-trimethyl-, (3R,5aS,6R,8aS,9R,12R,12aR)-[partial]-;

Chemical Property of (3R,5aS,6R,8aS,9R,12R,12aR)-Decahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-ol

Chemical Property:

• Boiling Point: 375.621 °C at 760 mmHg
• Flash Point: 180.969 °C
• PSA: 57.15000
• Density: 1.25 g/cm³
• LogP: 2.18670
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

Dihydroartemisinin(α,βMixture) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Dihydroartemisinin is the metabolite of Artemisinin (A777500), which is an active 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 (3R,5aS,6R,8aS,9R,12R,12aR)-Decahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-ol

There total 1 articles about (3R,5aS,6R,8aS,9R,12R,12aR)-Decahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-ol 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: 85.0%

artemisinin (63968-64-9,113472-97-2,119241-68-8) → dihydroartemisinin (71939-50-9,81496-81-3,98672-75-4,122442-32-4,123930-80-3,131175-87-6)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 - 5 ℃; for 3h;

Reference yield: 61.0%

(4-carboxybutyl)triphenylphosphonium bromide (17814-85-6) + dihydroartemisinin (71939-50-9,81496-81-3,98672-75-4,122442-32-4,123930-80-3,131175-87-6) → C38H46O6P(1+)*Br(1-)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1016/j.bmcl.2021.127912

Reference yield: 60.0%

dihydroartemisinin (71939-50-9,81496-81-3,98672-75-4,122442-32-4,123930-80-3,131175-87-6) + (5-carboxypentyl)triphenylphosphonium bromide (50889-29-7) → C39H48O6P(1+)*Br(1-)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1016/j.bmcl.2021.127912

upstream raw materials:

artemisinin

Refernces