The Barton reaction using a microreactor and black light. Continuous-flow synthesis of a key steroid intermediate for an endothelin receptor antagonist |
| |
Authors: | Atsushi Sugimoto Makoto Takagi Ilhyong Ryu |
| |
Affiliation: | a Industrial Process Chemical Development Department, Manufacturing Technology Research Laboratories, Shionogi & Co., Ltd, Kuise Terajima 2-chome, Amagasaki, Hyogo 660-0813, Japan b Department of Chemistry, Graduate School of Science, Osaka Prefecture University, Sakai, Osaka 599-8531, Japan |
| |
Abstract: | The Barton reaction (nitrite photolysis) of a steroidal substrate 1, to give 2, a key intermediate for the synthesis of an endothelin receptor antagonist, was successfully carried out in a continuous microflow system using a pyrex glass-covered stainless-steel microreactor having a microchannel (Type A: 1000 μm width, 107 μm depth, 2.2 m length). We found that a 15 W black light (peak wavelength: 352 nm) as the light source, suffices for the Barton reaction, creating a compact photo-micro reaction system. Multi-gram scale production was attained using two serially connected, multi-lane microreactors (Type B). |
| |
Keywords: | Barton reaction Microreactor Continuous microflow synthesis Black light Endothelin receptor antagonist |
本文献已被 ScienceDirect 等数据库收录! |
|