Practical and Scalable Synthetic Method for Preparation of Dolutegravir Sodium: Improvement of a Synthetic Route for Large-Scale Synthesis

Author:

Aoyama Yasunori1ORCID,Hakogi Toshikazu2,Fukui Yuki1,Yamada Daisuke1,Ooyama Takao3,Nishino Yutaka2,Shinomoto Shoji1,Nagai Masahiko3,Miyake Naoki2,Taoda Yoshiyuki3,Yoshida Hiroshi3,Yasukata Tatsuro1ORCID

Affiliation:

1. API R&D Laboratory, CMC R&D Division, Shionogi and Co., Ltd., 1-3, Kuise Terajima 2-chome, Amagasaki, Hyogo 660-0813, Japan

2. Production Technology Department, Manufacturing Division, Shionogi and Co., Ltd., 1-3, Kuise Terajima 2-chome, Amagasaki, Hyogo 660-0813, Japan

3. Shionogi Pharmaceutical Research Center, Shionogi and Co., Ltd., 1-1, Futaba-cho 3-chome, Toyonaka, Osaka 561-0825, Japan

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry,Physical and Theoretical Chemistry

Reference23 articles.

1. aYoshida, H.; Taoda, Y.; Johns, B. A. Synthesis of Carbamoylpyridone HIV Integrase Inhibitors and Intermediates. World Patent WO2010/068253A1, June 17, 2010.

2. bJohns, B. A.; Duan, M.; Hakogi, T. Processes and Intermediates for Carbamoylpyridone HIV Integrase Inhibitors. World Patent WO2010/068262A1, June 17, 2010.

3. cYoshida, H.; Taoda, Y.; Johns, B. A.; Kawasuji, T.; Nagamatsu, D. Synthesis of Carbamoylpyridone HIV Integrase Inhibitors and Intermediates. U.S. Patent 8,754,214 B2, June 17, 2014.

4. Carbamoyl Pyridone HIV-1 Integrase Inhibitors. 1. Molecular Design and Establishment of an Advanced Two-Metal Binding Pharmacophore

5. Carbamoyl Pyridone HIV-1 Integrase Inhibitors. 2. Bi- and Tricyclic Derivatives Result in Superior Antiviral and Pharmacokinetic Profiles

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