• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

用于合成四氢大麻酚的超声或微波改性连续流化学:观察各种溶剂和酸的影响。

Ultrasonic or Microwave Modified Continuous Flow Chemistry for the Synthesis of Tetrahydrocannabinol: Observing Effects of Various Solvents and Acids.

作者信息

Ramirez Giovanni A, Tesfatsion Tesfay T, Docampo-Palacios Maite L, Cruces Ivan, Hellmann Adam J, Okhovat Alex, Pittiglio Monica K, Ray Kyle P, Cruces Westley

机构信息

Colorado Chromatography Laboratories, 10505 S. Progress Way Unit 105, Parker, Colorado 80134, United States.

出版信息

ACS Omega. 2024 Mar 8;9(11):13191-13199. doi: 10.1021/acsomega.3c09794. eCollection 2024 Mar 19.

DOI:10.1021/acsomega.3c09794
PMID:38524441
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10956408/
Abstract

Synthesizing tetrahydrocannabinol is a lengthy process with minimal yields and little applicability on an industrial scale. To close the gap between bench chemistry and industry process chemistry, this paper introduces a small-scale flow chemistry method that utilizes a microwave or ultrasonic medium to produce major tetrahydrocannabinol isomers. This process produces excellent yields and minimal side products, which leads to more efficient large-scale production of the desired cannabinoids.

摘要

合成四氢大麻酚是一个漫长的过程,产率极低,在工业规模上几乎没有适用性。为了弥合实验室化学与工业过程化学之间的差距,本文介绍了一种小规模流动化学方法,该方法利用微波或超声介质来生产主要的四氢大麻酚异构体。这一过程产生了优异的产率和极少的副产物,从而实现了所需大麻素更高效的大规模生产。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad8c/10956408/c3951e1ab557/ao3c09794_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad8c/10956408/1ae5057e6c2a/ao3c09794_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad8c/10956408/01b302c9b27d/ao3c09794_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad8c/10956408/19ab66a5f959/ao3c09794_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad8c/10956408/a625fda6d91d/ao3c09794_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad8c/10956408/c194afd4a881/ao3c09794_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad8c/10956408/c3951e1ab557/ao3c09794_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad8c/10956408/1ae5057e6c2a/ao3c09794_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad8c/10956408/01b302c9b27d/ao3c09794_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad8c/10956408/19ab66a5f959/ao3c09794_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad8c/10956408/a625fda6d91d/ao3c09794_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad8c/10956408/c194afd4a881/ao3c09794_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad8c/10956408/c3951e1ab557/ao3c09794_0005.jpg

相似文献

1
Ultrasonic or Microwave Modified Continuous Flow Chemistry for the Synthesis of Tetrahydrocannabinol: Observing Effects of Various Solvents and Acids.用于合成四氢大麻酚的超声或微波改性连续流化学:观察各种溶剂和酸的影响。
ACS Omega. 2024 Mar 8;9(11):13191-13199. doi: 10.1021/acsomega.3c09794. eCollection 2024 Mar 19.
2
Continuous-Flow Microwave Synthesis of Metal-Organic Frameworks: A Highly Efficient Method for Large-Scale Production.金属有机框架的连续流动微波合成:一种大规模生产的高效方法。
Chemistry. 2016 Mar 1;22(10):3245-3249. doi: 10.1002/chem.201505139. Epub 2016 Feb 2.
3
Microwave Flow: A Perspective on Reactor and Microwave Configurations and the Emergence of Tunable Single-Mode Heating Toward Large-Scale Applications.微波流动:对反应器和微波配置的视角以及朝着大规模应用的可调谐单模加热的出现。
Chem Rec. 2019 Jan;19(1):188-203. doi: 10.1002/tcr.201800104. Epub 2018 Nov 20.
4
Microwave- and Ultrasound-Assisted Extraction of Cannabinoids and Terpenes from Cannabis Using Response Surface Methodology.采用响应面法,利用微波和超声波从大麻中提取大麻素和萜烯。
Molecules. 2022 Dec 12;27(24):8803. doi: 10.3390/molecules27248803.
5
Recent advances in continuous flow synthesis of heterocycles.杂环的连续流合成研究进展。
Mol Divers. 2022 Oct;26(5):2939-2948. doi: 10.1007/s11030-021-10338-9. Epub 2021 Oct 18.
6
Oxidative cleavage of the pentyl side-chain of cannabinoids. Identification of new biotransformation pathways in the metabolism of 4'-hydroxy-delta-9-tetrahydrocannabinol in the mouse.大麻素戊基侧链的氧化裂解。小鼠体内4'-羟基-δ-9-四氢大麻酚代谢中新生物转化途径的鉴定。
Drug Metab Dispos. 1990 May-Jun;18(3):350-5.
7
Practical and Scalable Organic Reactions with Flow Microwave Apparatus.采用流动微波仪器进行实用且可扩展的有机反应。
Chem Rec. 2019 Jan;19(1):157-171. doi: 10.1002/tcr.201800132. Epub 2018 Dec 4.
8
Small molecule library synthesis using segmented flow.采用分段流技术合成小分子文库。
Molecules. 2011 Nov 2;16(11):9161-77. doi: 10.3390/molecules16119161.
9
EVALI Vaping Liquids Part 1: GC-MS Cannabinoids Profiles and Identification of Unnatural THC Isomers.电子烟相关肺损伤(EVALI)的电子烟液第1部分:气相色谱-质谱联用(GC-MS)大麻素谱及非天然四氢大麻酚(THC)异构体的鉴定
Front Chem. 2021 Sep 14;9:746479. doi: 10.3389/fchem.2021.746479. eCollection 2021.
10
The microwave-to-flow paradigm: translating high-temperature batch microwave chemistry to scalable continuous-flow processes.微波至流动范式:将高温间歇式微波化学转化为可扩展的连续流动过程。
Chemistry. 2011 Oct 17;17(43):11956-68. doi: 10.1002/chem.201102065. Epub 2011 Sep 20.

引用本文的文献

1
HPLC Method for Better Separation of THC Isomers to Ensure Safety and Compliance in the Hemp Market.高效液相色谱法用于更好地分离四氢大麻酚异构体,以确保大麻市场的安全性和合规性。
ACS Omega. 2024 May 31;9(23):25390-25394. doi: 10.1021/acsomega.4c03897. eCollection 2024 Jun 11.

本文引用的文献

1
Saturated Cannabinoids: Update on Synthesis Strategies and Biological Studies of These Emerging Cannabinoid Analogs.饱和大麻素:这些新兴大麻素类似物的合成策略和生物研究进展。
Molecules. 2023 Sep 4;28(17):6434. doi: 10.3390/molecules28176434.
2
The Application of Microwaves, Ultrasounds, and Their Combination in the Synthesis of Nitrogen-Containing Bicyclic Heterocycles.微波、超声波及其组合在含氮双环杂环合成中的应用。
Int J Mol Sci. 2023 Jun 27;24(13):10722. doi: 10.3390/ijms241310722.
3
A field guide to flow chemistry for synthetic organic chemists.
合成有机化学家的流动化学实地指南。
Chem Sci. 2023 Mar 15;14(16):4230-4247. doi: 10.1039/d3sc00992k. eCollection 2023 Apr 26.
4
Continuous-Flow Synthesis of Δ-Tetrahydrocannabinol and Δ-Tetrahydrocannabinol from Cannabidiol.Δ-四氢大麻酚和大麻二酚连续流合成法。
J Org Chem. 2023 May 5;88(9):6227-6231. doi: 10.1021/acs.joc.3c00300. Epub 2023 Apr 4.
5
Modern flow chemistry - prospect and advantage.现代流动化学——前景与优势
Beilstein J Org Chem. 2023 Jan 6;19:33-35. doi: 10.3762/bjoc.19.3. eCollection 2023.
6
Synthetic Strategies for Rare Cannabinoids Derived from .源于. 的罕见大麻素的合成策略
J Nat Prod. 2022 Jun 24;85(6):1555-1568. doi: 10.1021/acs.jnatprod.2c00155. Epub 2022 Jun 1.
7
Impact of Microwaves on Organic Synthesis and Strategies toward Flow Processes and Scaling Up.微波对有机合成的影响以及连续流工艺和放大策略
J Org Chem. 2021 Oct 15;86(20):13857-13872. doi: 10.1021/acs.joc.1c00865. Epub 2021 Jun 14.
8
Cannabidiol as the Substrate in Acid-Catalyzed Intramolecular Cyclization.大麻二酚作为酸催化分子内环化反应的底物。
J Nat Prod. 2020 Oct 23;83(10):2894-2901. doi: 10.1021/acs.jnatprod.0c00436. Epub 2020 Sep 29.
9
Synthetic pathways to tetrahydrocannabinol (THC): an overview.合成四氢大麻酚(THC)的途径:概述。
Org Biomol Chem. 2020 May 6;18(17):3203-3215. doi: 10.1039/d0ob00464b.
10
Synthetic route sourcing of illicit at home cannabidiol (CBD) isomerization to psychoactive cannabinoids using ion mobility-coupled-LC-MS/MS.使用离子淌度耦合液相色谱-串联质谱法对在家非法合成大麻二酚(CBD)异构化为精神活性大麻素的合成路线进行溯源。
Forensic Sci Int. 2020 Mar;308:110173. doi: 10.1016/j.forsciint.2020.110173. Epub 2020 Jan 30.