Abstract
Single enantiomers of functionalised benzopyran-3-amines are widely used in the pharmaceutical industry as building blocks or intermediates in the synthesis of drugs acting as 5-hydroxytryptamine and dopamine receptor ligands, as well as inhibitors of dopamine β-monooxygenase. Several approaches for the preparation of the key benzopyran-3-amine intermediates in optically pure form are discussed, including synthesis and resolution of racemic mixtures, application of starting materials from the chiral pool, asymmetric synthesis and chromatographic techniques. Several examples of some larger scale production processes are provided, together with a discussion of the advantages and limitations of each approach.
Current Organic Chemistry
Title: Approaches to Enantiomerically Pure 3,4-Dihydro-2H-1-Benzopyran-3-Amines
Volume: 14 Issue: 6
Author(s): A. Beliaev, B. Broadbelt and D. A. Learmonth
Affiliation:
Abstract: Single enantiomers of functionalised benzopyran-3-amines are widely used in the pharmaceutical industry as building blocks or intermediates in the synthesis of drugs acting as 5-hydroxytryptamine and dopamine receptor ligands, as well as inhibitors of dopamine β-monooxygenase. Several approaches for the preparation of the key benzopyran-3-amine intermediates in optically pure form are discussed, including synthesis and resolution of racemic mixtures, application of starting materials from the chiral pool, asymmetric synthesis and chromatographic techniques. Several examples of some larger scale production processes are provided, together with a discussion of the advantages and limitations of each approach.
Export Options
About this article
Cite this article as:
Beliaev A., Broadbelt B. and Learmonth A. D., Approaches to Enantiomerically Pure 3,4-Dihydro-2H-1-Benzopyran-3-Amines, Current Organic Chemistry 2010; 14 (6) . https://dx.doi.org/10.2174/138527210790820249
DOI https://dx.doi.org/10.2174/138527210790820249 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
Call for Papers in Thematic Issues
Advances of Heterocyclic Chemistry with Pesticide Activity
Global food safety and security will continue to be a global concern for the next 50 years and beyond. Plant diseases have had a significant impact on food safety and security throughout the entire food chain, from primary production to consumption. While conventional chemical pesticides have been traditionally used for ...read more
Calculation design of covalent/metal organic framework based catalysts
This research area combines theoretical computation and screening with machine learning for the design of covalent/metal organic framework-based catalysts, bridging the disciplines of organic chemistry, physical chemistry, computational chemistry, materials science, and machine learning. It covers several critical aspects: designing and synthesizing organic catalysts for improved performance, applying computational methods ...read more
Carbohydrates conversion in biofuels and bioproducts
Biomass pretreatment, hydrolysis, and saccharification of carbohydrates, and sugars bioconversion in biofuels and bioproducts within a biorefinery framework. Carbohydrates derived from woody biomass, agricultural wastes, algae, sewage sludge, or any other lignocellulosic feedstock are included in this issue. Simulation, techno-economic analysis, and life cycle analysis of a biorefinery process are ...read more
Catalytic C-H bond activation as a tool for functionalization of heterocycles
The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
Related Journals
- Author Guidelines
- Graphical Abstracts
- Fabricating and Stating False Information
- Research Misconduct
- Post Publication Discussions and Corrections
- Publishing Ethics and Rectitude
- Increase Visibility of Your Article
- Archiving Policies
- Peer Review Workflow
- Order Your Article Before Print
- Promote Your Article
- Manuscript Transfer Facility
- Editorial Policies
- Allegations from Whistleblowers
- Announcements
Related Articles
-
Estrogen Regulation of MicroRNA Expression
Current Genomics Systemic Sclerosis at the Cellular Level: Molecular Pathways of Pathogenesis and its Implication on Future Drug Design
Current Medicinal Chemistry Targeting IL-17 and IL-23 in Immune Mediated Renal Disease
Current Medicinal Chemistry Thiophene Scaffold as Prospective Central Nervous System Agent: A Review
Central Nervous System Agents in Medicinal Chemistry Age-related Vascular Differences among Patients Suffering from Multiple Sclerosis
Current Neurovascular Research Cancer Nanotechnology - Prospects for Cancer Diagnostics and Therapy
Current Cancer Therapy Reviews Mouse and Human Embryonic Stem Cells: Can They Improve Human Health by Preventing Disease?
Current Topics in Medicinal Chemistry Women and Drug and Alcohol Use Disorders: Compounding the Picture with Severe Mental Illness
Current Women`s Health Reviews Meet Our Associate Board Member
Central Nervous System Agents in Medicinal Chemistry Understanding Cardiotocography: Technical Aspects
Current Women`s Health Reviews Commentary-1 (Research Highlights: USP30 Regulates the Mitophagy-Mediated Neuroprotection in Parkinson’s Disease)
CNS & Neurological Disorders - Drug Targets Phosphodiesterase-4 Modulation as a Potential Therapeutic for Cognitive Loss in Pathological and Non-Pathological Aging: Possibilities and Pitfalls
Current Pharmaceutical Design H3K4 Methylation Status and Lysine Specific Methyltransferase KMT2C Expression Correlate with Prognosis in Lung Adenocarcinoma
Current Molecular Pharmacology Dual Carbonic Anhydrase - Cyclooxygenase-2 Inhibitors
Current Topics in Medicinal Chemistry Peptidyl Arginine Deiminases and Neurodegenerative Diseases
Current Medicinal Chemistry An Overview on Inventions Related to Ginger Processing and Products for food and Pharmaceutical Applications
Recent Patents on Food, Nutrition & Agriculture Vasopressin Secretion Control: Central Neural Pathways, Neurotransmitters and Effects of Drugs
Current Pharmaceutical Design NTproBNP: An Important Biomarker in Cardiac Diseases
Current Topics in Medicinal Chemistry Palm-Based Neopentyl Glycol Diester: A Potential Green Insulating Oil
Protein & Peptide Letters Pharmacogenetic Approach to Treating Drug Dependence: Serotonin Transporter Gene (SLC6A4) Promoter Polymorphisms as Treatment Predictors in Jordanian Arabs
Current Pharmacogenomics and Personalized Medicine