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Δ-四氢大麻酚和大麻二酚连续流合成法。

Continuous-Flow Synthesis of Δ-Tetrahydrocannabinol and Δ-Tetrahydrocannabinol from Cannabidiol.

机构信息

Institute of Chemistry, University of Graz, Heinrichstraße 28, A-8010 Graz, Austria.

Center for Continuous Flow Synthesis and Processing (CCFLOW), Research Center Pharmaceutical Engineering GmbH (RCPE), Inffeldgasse 13, 8010 Graz, Austria.

出版信息

J Org Chem. 2023 May 5;88(9):6227-6231. doi: 10.1021/acs.joc.3c00300. Epub 2023 Apr 4.

DOI:10.1021/acs.joc.3c00300
PMID:37014222
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10167683/
Abstract

A challenging step in the preparation of tetrahydrocannabinol analogs is an acid-catalyzed intramolecular cyclization of the cannabidiol precursor. This step typically affords a mixture of products, which requires extensive purification to obtain any pure products. We report the development of two continuous-flow protocols for the preparation of (-)--Δ-tetrahydrocannabinol and (-)--Δ-tetrahydrocannabinol.

摘要

在四氢大麻酚类似物的制备中,具有挑战性的一步是大麻二酚前体的酸催化分子内环化。这一步通常会得到产物的混合物,需要进行大量的纯化才能得到任何纯的产物。我们报告了两种(-)--Δ-四氢大麻酚和(-)--Δ-四氢大麻酚制备的连续流方案的开发。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8350/10167683/6088742d502a/jo3c00300_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8350/10167683/79c357faa23f/jo3c00300_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8350/10167683/6088742d502a/jo3c00300_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8350/10167683/79c357faa23f/jo3c00300_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8350/10167683/6088742d502a/jo3c00300_0002.jpg

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