Optimisation of the photochemical oxidation step in the industrial synthesis of artemisinin

被引：21

作者：

Burgard, Andreas ^{[1
]}

Gieshoff, Tile ^{[1
]}

Peschl, Alexander ^{[2
]}

Hoerstermann, Dirk ^{[1
]}

Keleschovsky, Claus ^{[1
]}

Villa, Roberto ^{[3
]}

Michelis, Silvana ^{[3
]}

Feth, Martin P. ^{[1
]}

机构：

[1] Sanofi Aventis Deutschland GmbH, Chem & Biotechnol Dev C&BD Frankfurt Chem, D-65926 Frankfurt, Germany

[2] Peschl Ultraviolet GmbH, D-55130 Mainz, Germany

[3] Sanofi Aventis SpA, I-12075 Garessio, Cuneo, Italy

来源：

CHEMICAL ENGINEERING JOURNAL | 2016年 / 294卷

关键词：

Artemisinin; Photooxidation; Singlet and Triplet Oxygen; Process analytical tools (PAT); Peroxide chemistry; Safety aspects; SINGLET OXYGEN; DERIVATIVES; REDUCTION; CHEMISTRY;

D O I：

10.1016/j.cej.2016.02.085

中图分类号：

X [环境科学、安全科学];

学科分类号：

08 ; 0830 ;

摘要：

The photooxidation process to artemisinin was studied in detail using different types of light sources by conversion of dihydroartemisinic acid (DHAA) or related derivative into artemisinin using tetraphenylporphyrin (TPP) as photosensitizer in the presence of oxygen. The pivotal singlet oxygen was generated by illumination of the reaction mixture during bubbling ambient air by means of either a mercury vapour lamp or light emitting diodes with appropriate wavelengths focusing on the absorption maximum of the TPP. Both light sources resp. methods were compared, in efficiency, yield and resulting quality of isolated artemisinin. These photooxidation studies in laboratory scale were investigated and kinetically monitored using ATR-MID-IR- and UV/Vis spectroscopy as process analytical tools (PAT). Due to the sensitive endoperoxide containing structure of artemisinin and potential peroxide containing by-products the safety aspect was intensively examined particularly with regard to scaling up the photooxidation process. Beyond technical requirements for future realisation of LEDs as light source in production scale were considered. (C) 2016 Elsevier B.V. All rights reserved.

引用

页码：83 / 96

页数：14

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