Timothy F. Jamison
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View article: Total synthesis and <sup>13</sup> C NMR revision of nagelamide C
Total synthesis and <sup>13</sup> C NMR revision of nagelamide C Open
The first total synthesis and 13 C NMR revision of nagelamide C have been accomplished. This concise work (6 steps) was enabled by an imidazole benzylic Wittig olefination, a site selective bromination, and a regioselective trans -hydrosta…
View article: Application of Chiral Transfer Reagents to Improve Stereoselectivity and Yields in the Synthesis of the Antituberculosis Drug Bedaquiline
Application of Chiral Transfer Reagents to Improve Stereoselectivity and Yields in the Synthesis of the Antituberculosis Drug Bedaquiline Open
Bedaquiline (BDQ) is an important drug for treating multidrug-resistant tuberculosis (MDR-TB), a worldwide disease that causes more than 1.6 million deaths yearly. The current synthetic strategy adopted by the manufacturers to assemble thi…
View article: Application of Chiral Transfer Reagents to Improve Stereoselectivity and Yields in the Synthesis of the Anti-Tuberculosis Drug Bedaquiline
Application of Chiral Transfer Reagents to Improve Stereoselectivity and Yields in the Synthesis of the Anti-Tuberculosis Drug Bedaquiline Open
Bedaquiline (BDQ) is an important drug for treating multidrug-resistant tuberculosis (MDR-TB), a worldwide disease that causes more than 1.6 million deaths yearly. The current synthetic strategy adopted by the manufacturers to assemble thi…
View article: Correction to “Toward a Practical, Nonenzymatic Process for Investigational COVID-19 Antiviral Molnupiravir from Cytidine: Supply-Centered Synthesis”
Correction to “Toward a Practical, Nonenzymatic Process for Investigational COVID-19 Antiviral Molnupiravir from Cytidine: Supply-Centered Synthesis” Open
ADVERTISEMENT RETURN TO ARTICLES ASAPPREVAddition/CorrectionNEXTORIGINAL ARTICLEThis notice is a correctionCorrection to "Toward a Practical, Nonenzymatic Process for Investigational COVID-19 Antiviral Molnupiravir from Cytidine: Supply-Ce…
View article: Methods and systems for the formation of cyclic carbonates
Methods and systems for the formation of cyclic carbonates Open
Described herein are inventive methods for synthesis of cyclic carbonates from CO.sub.2 and epoxide. In some embodiments, the methods are carried out in the presence of a catalyst comprising an electrophilic halogen. In some embodiments, t…
View article: Multi-platform synthesis of ondansetron featuring process intensification in flow
Multi-platform synthesis of ondansetron featuring process intensification in flow Open
The synthetic studies of ondansetron by a multi-platform, built-for-purpose approach were presented. The studies highlighted the complementary strengths of batch and flow approaches to API synthesis.
View article: Fe(III)-Catalysis in Flow Enables Bimolecular Proton Transfer as an Alternative to Superelectrophiles in Carbonyl-Olefin Metathesis
Fe(III)-Catalysis in Flow Enables Bimolecular Proton Transfer as an Alternative to Superelectrophiles in Carbonyl-Olefin Metathesis Open
Catalytic carbonyl-olefin metathesis has emerged as a new strategy for the direct formation of carbon–carbon double bonds. Successful approaches for ring-closing carbonyl-olefin metathesis exist, but limitations remain in accessing systems…
View article: Bayesian Optimization of Computer-Proposed Multistep Synthetic Routes on an Automated Robotic Flow Platform
Bayesian Optimization of Computer-Proposed Multistep Synthetic Routes on an Automated Robotic Flow Platform Open
Computer-aided synthesis planning (CASP) tools can propose retrosynthetic pathways and forward reaction conditions for the synthesis of organic compounds, but the limited availability of context-specific data currently necessitates experim…
View article: Diastereoselectivity is in the Details: Minor Changes Yield Major Improvements to the Synthesis of Bedaquiline**
Diastereoselectivity is in the Details: Minor Changes Yield Major Improvements to the Synthesis of Bedaquiline** Open
Bedaquiline is a crucial medicine in the global fight against tuberculosis, yet its high price places it out of reach for many patients. Herein, we describe improvements to the key industrial lithiation‐addition sequence that enable a high…
View article: Diastereoselectivity is in the Details: Minor Changes Yield Major Improvements to the Synthesis of Bedaquiline
Diastereoselectivity is in the Details: Minor Changes Yield Major Improvements to the Synthesis of Bedaquiline Open
Bedaquiline is a crucial medicine in the global fight against tuberculosis, yet its high price places it out of reach for many patients. Herein, we describe improvements to the key industrial lithiation-addition sequence that enable a high…
View article: Bayesian Optimization of Computer-Proposed Multistep Synthetic Routes on an Automated Robotic Flow Platform
Bayesian Optimization of Computer-Proposed Multistep Synthetic Routes on an Automated Robotic Flow Platform Open
Computer-aided synthesis planning (CASP) tools can propose retrosynthetic pathways and forward reaction conditions for the synthesis of organic compounds, but the limited availability of context-specific data currently necessitates experim…
View article: Toward a Practical, Nonenzymatic Process for Investigational COVID-19 Antiviral Molnupiravir from Cytidine: Supply-Centered Synthesis
Toward a Practical, Nonenzymatic Process for Investigational COVID-19 Antiviral Molnupiravir from Cytidine: Supply-Centered Synthesis Open
A scalable four-step synthesis of molnupiravir from cytidine is described herein. The attractiveness of this approach is its fully chemical nature involving inexpensive reagents and more environmentally friendly solvents such as water, iso…
View article: Synthesis of (±)-Emtricitabine and (±)-Lamivudine by Chlorotrimethylsilane-Sodium Iodide Promoted Vorbrüggen Glycosylation
Synthesis of (±)-Emtricitabine and (±)-Lamivudine by Chlorotrimethylsilane-Sodium Iodide Promoted Vorbrüggen Glycosylation Open
By simply adding water and sodium iodide (NaI) to chlorotrimethylsilane (TMSCl), promotion of a Vorbrüggen glycosylation en route to essential HIV drugs emtricitabine (FTC) and lamivudine (3TC) is achieved. TMSCl-NaI in wet solvent (0.1 M …
View article: Synthesis of (±)-Emtricitabine and (±)-Lamivudine by Chlorotrimethylsilane-Sodium Iodide Promoted Vorbrüggen Glycosylation
Synthesis of (±)-Emtricitabine and (±)-Lamivudine by Chlorotrimethylsilane-Sodium Iodide Promoted Vorbrüggen Glycosylation Open
By simply adding water and sodium iodide (NaI) to chlorotrimethylsilane (TMSCl), promotion of a Vorbrüggen glycosylation en route to essential HIV drugs emtricitabine (FTC) and lamivudine (3TC) is achieved. TMSCl-NaI in wet solvent (0.1 M …
View article: Synthesis of rac-Emtricitabine and rac-Lamivudine by Chlorotrimethylsilane-Sodium Iodide Promoted Vorbrüggen Glycosylation
Synthesis of rac-Emtricitabine and rac-Lamivudine by Chlorotrimethylsilane-Sodium Iodide Promoted Vorbrüggen Glycosylation Open
By simply adding water and sodium iodide (NaI) to chlorotrimethylsilane (TMSCl), promotion of a Vorbrüggen glycosylation en route to essential HIV drugs emtricitabine (FTC) and lamivudine (3TC) is achieved. TMSCl-NaI in wet solvent (0.1 M …
View article: Synthesis of rac-Emtricitabine and rac-Lamivudine by Chlorotrimethylsilane-Sodium Iodide Promoted Vorbrüggen Glycosylation
Synthesis of rac-Emtricitabine and rac-Lamivudine by Chlorotrimethylsilane-Sodium Iodide Promoted Vorbrüggen Glycosylation Open
By simply adding water and sodium iodide (NaI) to chlorotrimethylsilane (TMSCl), promotion of a Vorbrüggen glycosylation en route to essential HIV drugs emtricitabine (FTC) and lamivudine (3TC) is achieved. TMSCl-NaI in wet solvent (0.1 M …
View article: A Call for Increased Focus on Reproductive Health within Lab Safety Culture
A Call for Increased Focus on Reproductive Health within Lab Safety Culture Open
This is the accepted manuscript version of the work published in its final form as McGeough, C. P., Mear, S. J., & Jamison, T. F. (2021). A Call for Increased Focus on Reproductive Health within Lab Safety Culture. Journal of the Ameri…
View article: Towards a Practical, Non-enzymatic Process for Molnupiravir from Cytidine
Towards a Practical, Non-enzymatic Process for Molnupiravir from Cytidine Open
A scalable four step synthesis of molnupiravir from cytidine is described herein. The attractiveness of this approach is its fully chemical nature involving inexpensive reagents and more environmentally friendly solvents such as water, iso…
View article: Towards a Practical, Non-enzymatic Process for Molnupiravir from Cytidine
Towards a Practical, Non-enzymatic Process for Molnupiravir from Cytidine Open
A scalable four step synthesis of molnupiravir from cytidine is described herein. The attractiveness of this approach is its fully chemical nature involving inexpensive reagents and more environmentally friendly solvents such as water, iso…
View article: Progress Toward a Large-Scale Synthesis of Molnupiravir (MK-4482, EIDD-2801) from Cytidine
Progress Toward a Large-Scale Synthesis of Molnupiravir (MK-4482, EIDD-2801) from Cytidine Open
Molnupiravir (MK-4482, EIDD-2801) is a promising orally bioavailable drug candidate for the treatment of COVID-19. Herein, we describe a supply-centered and chromatography-free synthesis of molnupiravir from cytidine, consisting of two ste…
View article: CCDC 1949213: Experimental Crystal Structure Determination
CCDC 1949213: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: Progress Toward a Large-Scale Synthesis of Molnupiravir (MK-4482, EIDD-2801) from Cytidine
Progress Toward a Large-Scale Synthesis of Molnupiravir (MK-4482, EIDD-2801) from Cytidine Open
Molnupiravir (MK-4482, EIDD-2801) is a promising orally bioavailable drug candidate for the treatment of COVID-19. Herein, we describe a supply-centered and chromatography-free synthesis of molnupiravir from cytidine, consisting of two ste…
View article: Progress Towards a Large-Scale Synthesis of Molnupiravir (MK-4482, EIDD-2801) from Cytidine
Progress Towards a Large-Scale Synthesis of Molnupiravir (MK-4482, EIDD-2801) from Cytidine Open
Molnupiravir (MK-4482, EIDD-2801) is a promising orally bioavailable drug candidate for treatment of COVID-19. Herein we describe a supply-centered and chromatography-free synthesis of molnupiravir from cytidine, consisting of two steps…
View article: Progress Towards a Large-Scale Synthesis of Molnupiravir (MK-4482, EIDD-2801) from Cytidine
Progress Towards a Large-Scale Synthesis of Molnupiravir (MK-4482, EIDD-2801) from Cytidine Open
Molnupiravir (MK-4482, EIDD-2801) is a promising orally bioavailable drug candidate for treatment of COVID-19. Herein we describe a supply-centered and chromatography-free synthesis of molnupiravir from cytidine, consisting of two steps: a…
View article: Design of dynamic trajectories for efficient and data-rich exploration of flow reaction design spaces
Design of dynamic trajectories for efficient and data-rich exploration of flow reaction design spaces Open
Sinusoidal variations of operative parameters in flow chemistry allows the fast exploration of chemical design spaces through inline measurements of an objective function.
View article: Continuous dimethyldioxirane generation for polymer epoxidation
Continuous dimethyldioxirane generation for polymer epoxidation Open
Herein we describe the development of a reactor for the continuous flow generation and use of dimethyldioxirane (DMDO) and its application to the low-level epoxidation of unsaturated polymers.
View article: Continuous flow strategies for using fluorinated greenhouse gases in fluoroalkylations
Continuous flow strategies for using fluorinated greenhouse gases in fluoroalkylations Open
This review highlights recent advances in continuous flow strategies toward enabling the use of fluorinated greenhouse gases in fluoroalkylations.
View article: The Di-Tert-Butyl Oxymethylphosphonate Route to the Antiviral Drug Tenofovir
The Di-Tert-Butyl Oxymethylphosphonate Route to the Antiviral Drug Tenofovir Open
The present manuscript describes a simple, two step synthesis of tenofovir from HPA through phosphonomethalation with a novel doubly protected oxymethylphosphonate electrophile. The crystalline electrophile can be prepared in a simple reac…
View article: The Di-Tert-Butyl Oxymethylphosphonate Route to the Antiviral Drug Tenofovir
The Di-Tert-Butyl Oxymethylphosphonate Route to the Antiviral Drug Tenofovir Open
The present manuscript describes a simple, two step synthesis of tenofovir from HPA through phosphonomethalation with a novel doubly protected oxymethylphosphonate electrophile. The crystalline electrophile can be prepared in a simple reac…
View article: A Concise Route to MK-4482 (EIDD-2801) from Cytidine: Part 2
A Concise Route to MK-4482 (EIDD-2801) from Cytidine: Part 2 Open
A new route to MK-4482 ( 1 ) was developed. The route replaces uridine with the more available and less expensive cytidine. Low cost, simple reagents are used for the chemical transformations and the yield is improved from 17% to 44%. A st…