Development of a Kilogram-Scale Synthesis of a Novel Anti-HCV Agent, CH4930808

被引：5

作者：

Haneishi, Tsuyoshi ^{[1
]}

Kato, Yoshiaki ^{[2
]}

Fukuda, Hiroshi ^{[1
]}

Shimamura, Tomoyuki ^{[2
]}

Tanokura, Takemi ^{[2
]}

Hiraide, Akira ^{[2
]}

Koyama, Kaichiro ^{[2
]}

Fudesaka, Masato ^{[2
]}

Maeda, Kenji ^{[2
]}

Nakata, Nobuyuki ^{[2
]}

Nagase, Masahiro ^{[2
]}

Yabuzaki, Takahiko ^{[2
]}

Takao, Hiroaki ^{[2
]}

Kigawa, Masaharu ^{[2
]}

Shimizu, Hitoshi ^{[2
]}

Shimizu, Makoto ^{[3
]}

机构：

[1] Chugai Pharmaceut Co Ltd, Res Div, 1-135 Komakado, Gotemba, Shizuoka 4128513, Japan

[2] Chugai Pharmaceut Co Ltd, Pharmaceut Technol Div, Kita Ku, 5-5-1 Ukima, Tokyo 1158543, Japan

[3] Mie Univ, Grad Sch Engn, Dept Chem Mat, Tsu, Mie 5148507, Japan

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2018年 / 22卷 / 02期

关键词：

D O I：

10.1021/acs.oprd.7b00383

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Herein, we report the kilogram-scale synthesis of CH4930808 (1), a novel anti-hepatitis C virus agent. While pursuing improved productivity using many through-process strategies, we conducted scrupulous impurity control. Finally, we successfully developed a practical and scalable process for the synthesis of (1-1.5Na center dot 2.5H(2)O), by which we prepared 3.28 kg of the active pharmaceutical ingredient for clinical studies.

引用

页码：236 / 240

页数：5

共 50 条

[1] Development of a Kilogram-Scale Synthesis of a Novel Anti-HCV Agent, CH4930808 (vol 22, pg 236, 2018)
Haneishi, Tsuyoshi
Kato, Yoshiaki
Fukuda, Hiroshi
Shimamura, Tomoyuki
Tanokura, Takemi
Hiraide, Akira
Koyama, Kaichiro
Fudesaka, Masato
Maeda, Kenji
Nakata, Nobuyuki
Nagase, Masahiro
Yabuzaki, Takahiko
Takao, Hiroaki
Kigawa, Masaharu
Shimizu, Hitoshi
Shimizu, Makoto
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2018, 22 (07) : 906 - 906
[2] Development and Validation of a Kilogram-Scale Synthesis of Tirapazamine
Lienard, Philippe
Elenbaas, Steven
ACS OMEGA, 2020, 5 (27): : 16556 - 16561
[3] DEVELOPMENT OF A KILOGRAM-SCALE SYNTHESIS OF SALIDROSIDE AND ITS ANALOGS
Shi, Tianyao
Chen, Hui
Jing, Linlin
Liu, Xueying
Sun, Xiaoli
Jiang, Ru
SYNTHETIC COMMUNICATIONS, 2011, 41 (17) : 2594 - 2600
[4] Development and kilogram-scale synthesis of GSK2132838A
Dai, Qunying
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 253
[5] Exploratory Process Development and Kilogram-Scale Synthesis of a Novel Oxazolidinone Antibacterial Candidate
Yang, Tao
Chen, Jia-Xiang
Fu, Yiwei
Chen, Kaixiao
He, Jinyun
Ye, Weiwei
Sang, Zitai
Luo, Youfu
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2014, 18 (04) : 511 - 519
[6] Development of a Kilogram-Scale Synthesis of a Novel MC1R Agonist
Boiteau, Jean-Guy
Rodeville, Nicolas
Martin, Cedric
Tabet, Samuel
Moureou, Christine
Muller, Franck
Jetha, Jean-Claude
Cardinaud, Isabelle
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2015, 19 (06) : 646 - 651
[7] Development of a Kilogram-Scale Asymmetric Synthesis of a Potent DP Receptor Antagonist
Tudge, Matthew
Savarin, Cecile G.
DiFelice, Katherine
Maligres, Peter
Humphrey, Guy
Reamer, Bob
Tellers, David M.
Hughes, Dave
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2010, 14 (04) : 787 - 798
[8] Development of Kilogram-Scale Synthesis of EGFR Inhibitor EAI045
Hao, Lu
Guo, Lijun
Chen, Xiaodong
Mo, Faguang
Tian, Songchuan
Liu, Xuejun
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2019, 23 (03) : 397 - 402
[9] Development of Kilogram-Scale Convergent Liquid-Phase Synthesis of Oligonucleotides
Zhou, Xuan
Kiesman, William F.
Yan, Wuming
Jiang, Hong
Antia, Firoz D.
Yang, Jing
Fillon, Yannick A.
Xiao, Li
Shi, Xianglin
JOURNAL OF ORGANIC CHEMISTRY, 2022, 87 (04): : 2087 - 2110
[10] Development of the Convergent, Kilogram-Scale Synthesis of an Antibacterial Clinical Candidate Using Enantioselective Hydrogenation
Benson, Helen
Bones, Karen
Churchill, Gwydion H.
Ford, Gair
Frodsham, Lianne
Janbon, Sophie
Millington, Fiona
Powell, Lyn
Raw, Steven A.
Reid, Julie
Stark, Andrew
Steven, Alan
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2020, 24 (04) : 588 - 598

← 1 2 3 4 5 →