Search Results - "Di Maso, Michael J."
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Design of a Kilogram Scale, Plug Flow Photoreactor Enabled by High Power LEDs
Published in Organic process research & development (18-12-2020)“…A simple and inexpensive photoreactor with a throughput of kilograms of material per day has been developed. This achievement was enabled by using high-power…”
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Diastereoselective Synthesis of and Mechanistic Understanding for the Formation of 2-Piperidinones from Imines and Cyano-Substituted Anhydrides
Published in Chemistry : a European journal (24-03-2016)“…2‐Piperidinones are synthesized in a single step from imines and 2‐cyano glutaric anhydrides. The reaction provides the products in good diastereoselectivity…”
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3
Synthesis of (±)-Bisavenanthramide B‑6 by an Anionic Anhydride Mannich Reaction
Published in Organic letters (15-04-2016)“…Bisavenanthramide B-6 (2) is a highly substituted γ-lactam derived from oat leaves. Development of a new base-promoted anhydride Mannich reaction with…”
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4
Synthesis of 6,6′-Binaphthopyran-2-one Natural Products: Pigmentosin A, Talaroderxines A and B
Published in Organic letters (07-09-2012)“…Efficient and stereoselective syntheses of pigmentosin A, talaroderxine A, and its diastereomer talaroderxine B are reported. The binaphthyl ring system is…”
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5
Enantioselective Intramolecular C–H Insertion Reactions of Donor–Donor Metal Carbenoids
Published in Journal of the American Chemical Society (29-10-2014)“…The first asymmetric insertion reactions of donor–donor carbenoids, i.e., those with no pendant electron-withdrawing groups, are reported. This process enables…”
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6
Desymmetrization of Cyclic Sulfonimidamides by Asymmetric Allylation
Published in Angewandte Chemie International Edition (19-08-2024)“…Herein we report the first transition metal‐catalyzed approach to the enantioenriched synthesis of cyclic sulfonimidamides relying on commercially available…”
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7
Mechanistic Investigation of Castagnoli–Cushman Multicomponent Reactions Leading to a Three-Component Synthesis of Dihydroisoquinolones
Published in Journal of organic chemistry (03-09-2021)“…The mechanisms for the three- and four-component variants of the Castagnoli–Cushman reaction (CCR) have been investigated. A series of crossover experiments…”
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8
Dynamic sampling in autonomous process optimization
Published in Chemical science (Cambridge) (15-05-2024)“…Autonomous process optimization (APO) is a technology that has recently found utility in a multitude of process optimization challenges. In contrast to most…”
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A Holistic Strategy for Cyanide Control and Safety for Pharmaceutical Manufacturing
Published in Organic process research & development (20-08-2021)“…The manufacturing route toward gefapixant citrate generates a trace amount of cyanide as a byproduct of a reaction employing the reagent chloroacetonitrile. In…”
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Synthesis of Spirobicyclic Pyrazoles by Intramolecular Dipolar Cycloadditions/[1s, 5s] Sigmatropic Rearrangements
Published in Organic letters (20-09-2019)“…The formation of fused pyrazoles via intramolecular 1,3-dipolar cycloadditions of diazo intermediates with pendant alkynes is described. A subsequent thermal…”
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11
Development of a Green and Sustainable Manufacturing Process for Gefapixant Citrate (MK-7264). Part 5: Completion of the API Free Base via a Direct Chlorosulfonylation Process
Published in Organic process research & development (20-11-2020)“…A scalable two-pot sulfonamidation through the process has been developed for the synthesis of gefapixant citrate, a P2X3 receptor antagonist that is under…”
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Diastereoselective Base-Catalyzed Formal [4 + 2] Cycloadditions of N‑Sulfonyl Imines and Cyclic Anhydrides
Published in Organic letters (19-05-2017)“…A diastereoselective base-catalyzed Mannich reaction of cyclic, enolizable anhydrides and N-sulfonyl imines for the synthesis of δ-lactams is reported. This…”
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13
Development of a Green and Sustainable Manufacturing Process for Gefapixant Citrate (MK-7264) Part 1: Introduction and Process Overview
Published in Organic process research & development (20-11-2020)“…A robust, green, and sustainable manufacturing process has been developed for the synthesis of gefapixant citrate, a P2X3 receptor antagonist that is under…”
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14
Desymmetrization of Cyclic Sulfonimidamides by Asymmetric Allylation
Published in Angewandte Chemie (19-08-2024)“…Herein we report the first transition metal‐catalyzed approach to the enantioenriched synthesis of cyclic sulfonimidamides relying on commercially available…”
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15
Development of a Green and Sustainable Manufacturing Process for Gefapixant Citrate (MK-7264). Part 6: Development of an Improved Commercial Salt Formation Process
Published in Organic process research & development (20-11-2020)“…The development of a sustainable commercial salt formation process for gefapixant citrate (MK-7264), an investigational new P2X3 antagonist for the treatment…”
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Development of a Green and Sustainable Manufacturing Process for Gefapixant Citrate (MK-7264) Part 3: Development of a One-Pot Formylation–Cyclization Sequence to the Diaminopyrimidine Core
Published in Organic process research & development (20-11-2020)“…The development of a safe, robust, and efficient manufacturing route for the synthesis of diaminopyrimidine 1, a key intermediate to gefapixant citrate…”
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Diastereoselective Synthesis of γ- and δ‑Lactams from Imines and Sulfone-Substituted Anhydrides
Published in Journal of organic chemistry (21-03-2014)“…Sulfone-substituted γ- and δ-lactams have been prepared in a single step with high diastereoselectivity. Sulfonylglutaric anhydrides produce intermediates that…”
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Synthesis of a Library of “Lead-Like” γ‑Lactams by a One Pot, Four-Component Reaction
Published in ACS combinatorial science (08-07-2013)“…The synthesis of a pilot scale library of 116 structurally diverse γ-lactams is reported. The library core structure emanates from a γ-lactam forming one-pot,…”
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Continuous-Flow Solid-Phase Peptide Synthesis to Enable Rapid, Multigram Deliveries of Peptides
Published in Organic process research & development (19-07-2024)“…Peptides may revolutionize the treatment of disease by combining the pharmacological benefits found in both large and small molecules into once-daily oral…”
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20
Use of a Dynamic Flow Platform To Translate a Batch Immobilized Transaminase Process to a Packed Bed Reactor for the Synthesis of an Intermediate of Nemtabrutinib
Published in Organic process research & development (17-05-2024)“…Herein we describe the translation of an immobilized transaminase process in batch to a packed bed reactor for the synthesis of cyrene amine, an intermediate…”
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