Manufacture of the PI3K β-Sparing Inhibitor Taselisib. Part 2: Development of a Highly Efficient and Regioselective Late-Stage Process-Reference-Cited by-同舟云学术

Manufacture of the PI3K β-Sparing Inhibitor Taselisib. Part 2: Development of a Highly Efficient and Regioselective Late-Stage Process

Published:2019-03-06 Issue:5 Volume:23 Page:783-793
ISSN:1083-6160
Container-title:Organic Process Research & Development
language:en
Short-container-title:Org. Process Res. Dev.

Author:

St-Jean Frédéric¹^ORCID,Remarchuk Travis¹,Angelaud Rémy¹,Carrera Diane E.¹,Beaudry Danial¹,Malhotra Sushant¹,McClory Andrew¹,Kumar Archana¹,Ohlenbusch Gerd²,Schuster Andreas M.²,Gosselin Francis¹

Affiliation:

1. Department of Small Molecule Process Chemistry, Genentech Inc., 1 DNA Way, South San Francisco, California 94080, United States

2. Small Molecules Technical Development PTDC-C, F. Hoffmann-La Roche Ltd., Grenzacherstrasse 124, 4070 Basel, Switzerland

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry,Physical and Theoretical Chemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/acs.oprd.9b00050

Reference20 articles.

1. Discovery of 2-{3-[2-(1-Isopropyl-3-methyl-1H-1,2–4-triazol-5-yl)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepin-9-yl]-1H-pyrazol-1-yl}-2-methylpropanamide (GDC-0032): A β-Sparing Phosphoinositide 3-Kinase Inhibitor with High Unbound Exposure and Robust in Vivo Antitumor Activity

2. Discovery of thiazolobenzoxepin PI3-kinase inhibitors that spare the PI3-kinase β isoform

3. Phase I Dose-Escalation Study of Taselisib, an Oral PI3K Inhibitor, in Patients with Advanced Solid Tumors

4. Manufacture of the PI3K β-Sparing Inhibitor Taselisib. Part 1: Early-Stage Development Routes to the Bromobenzoxazepine Core

5. Using the Right Green Yardstick: Why Process Mass Intensity Is Used in the Pharmaceutical Industry To Drive More Sustainable Processes

Cited by 9 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. QbD Approach to Process Characterization and Quantitative Criticality Assessment of Process Parameters;Organic Process Research & Development;2024-03-25

2. Experiences and consequences of phasing out substances of concern in a multinational healthcare company;Environmental Sciences Europe;2022-10-08

3. Recent Applications of Pd-Catalyzed Suzuki–Miyaura and Buchwald–Hartwig Couplings in Pharmaceutical Process Chemistry;Organics;2022-01-18

4. 1,4-Oxazepines and 1,4-Thiazepines;Comprehensive Heterocyclic Chemistry IV;2022

5. Development of a practical synthesis to PI3K α-selective inhibitor GDC-0326;Tetrahedron;2021-01