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Edoxaban synthetic routes

Edoxaban - Synthetic Route

CAT#: 599049 | Name: Edoxaban | CAS#

Purchases for research

Description:

Edoxaban (INN, codenamed DU-176b, trade name Lixiana) is a potent, selective factor Xa inhibitor, which has good oral bioavailability. Edoxaban is an anticoagulant drug which acts as a direct factor Xa inhibitor. It is being developed by Daiichi Sankyo. It was approved in July 2011 in Japan for prevention of venous thromboembolisms (VTE) following lower-limb orthopedic surgery. It was also approved by the FDA in January 2015 for the prevention of stroke and non–central-nervous-system systemic embolism.

Synthetic Routes

Edoxaban - Synthetic Route 1

Edoxaban - Synthetic Route 1

Synthetic Description

Reference: Anon.Crystalline form of N1-(5-chloropyridin-2-yl)-N2-((1S,2R,4S)-4-(dimethylcarbamoyl)-2-(5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine-2-carboxamido)cyclohexyl)oxalamide. Volume 16. Issue 12A. Pages 1-2. (IP.com Journal)

Synthetic Reference

Anon.Crystalline form of N1-(5-chloropyridin-2-yl)-N2-((1S,2R,4S)-4-(dimethylcarbamoyl)-2-(5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine-2-carboxamido)cyclohexyl)oxalamide. Volume 16. Issue 12A. Pages 1-2. (IP.com Journal)

Edoxaban - Synthetic Route 2

Edoxaban - Synthetic Route 2

Synthetic Description

Reference: Noguchi, Shigeru; Koyama, Takeo. Process for the preparation of oxadiazole compounds containing cyclohexanediamine moiety. WO 2008156159. (Assignee Daiichi Sankyo Company, Limited, Japan)

Synthetic Reference

Noguchi, Shigeru; Koyama, Takeo. Process for the preparation of oxadiazole compounds containing cyclohexanediamine moiety. WO 2008156159. (Assignee Daiichi Sankyo Company, Limited, Japan)

Edoxaban - Synthetic Route 3

Edoxaban - Synthetic Route 3

Synthetic Description

Reference: Kawanami, Koutarou. Method for the preparation of optically active diamine derivative. WO 2010104106. (Assignee Daiichi Sankyo Company,Limited, Japan)

Synthetic Reference

Kawanami, Koutarou. Method for the preparation of optically active diamine derivative. WO 2010104106. (Assignee Daiichi Sankyo Company,Limited, Japan)

Edoxaban - Synthetic Route 4

Edoxaban - Synthetic Route 4

Synthetic Description

Reference: Bodhuri, Prabhudas; Karadeolian, Avedis; Cammisa, Eduardo Gustavo; Green, Stuart P.; Green, Melanie R. A.; Ceccarelli, Alfredo Paul. Processes for the preparation of edoxaban intermediates and salts thereof. US 20180179226. (Assignee Apotex Inc., Can.)

Synthetic Reference

Bodhuri, Prabhudas; Karadeolian, Avedis; Cammisa, Eduardo Gustavo; Green, Stuart P.; Green, Melanie R. A.; Ceccarelli, Alfredo Paul. Processes for the preparation of edoxaban intermediates and salts thereof. US 20180179226. (Assignee Apotex Inc., Can.)

Edoxaban - Synthetic Route 5

Edoxaban - Synthetic Route 5

Synthetic Description

Reference: Koyama, Takeo; Kondo, satoshi. Process for the preparation of diamine derivative. WO 2010104078. (Assignee Daiichi Sankyo Company,Limited, Japan)

Synthetic Reference

Koyama, Takeo; Kondo, satoshi. Process for the preparation of diamine derivative. WO 2010104078. (Assignee Daiichi Sankyo Company,Limited, Japan)

Edoxaban - Synthetic Route 6

Edoxaban - Synthetic Route 6

Synthetic Description

Reference: Nakamura, Yoshitaka; Mukesh, Kumar Madhra; Inamdar, Murad Ismail. A process for the preparation of bromooxabicyclooctanone. WO 2014081047. (Assignee Daiichi Sankyo Company, Limited, Japan)

Synthetic Reference

Nakamura, Yoshitaka; Mukesh, Kumar Madhra; Inamdar, Murad Ismail. A process for the preparation of bromooxabicyclooctanone. WO 2014081047. (Assignee Daiichi Sankyo Company, Limited, Japan)

Edoxaban - Synthetic Route 7

Edoxaban - Synthetic Route 7

Synthetic Description

Reference: Nakamura, Yoshitaka; Michida, Makoto; Kaneda, Takeshi. Method for preparing optically active diamine derivatives. WO 2014157653. (Assignee Daiichi Sankyo Company Limited, Japan)

Synthetic Reference

Nakamura, Yoshitaka; Michida, Makoto; Kaneda, Takeshi. Method for preparing optically active diamine derivatives. WO 2014157653. (Assignee Daiichi Sankyo Company Limited, Japan)

Edoxaban - Synthetic Route 8

Edoxaban - Synthetic Route 8

Synthetic Description

Reference: Takayanagi, Yoshihiro; Furuya, Yukito; Nakamura, Yoshitaka. Method for producing (1S,4S,5S)-4-bromo-6-oxabicyclo[3.2.1]octan-7-one. WO 2014157612. (Assignee Daiichi Sankyo Company, Limited, Japan)

Synthetic Reference

Takayanagi, Yoshihiro; Furuya, Yukito; Nakamura, Yoshitaka. Method for producing (1S,4S,5S)-4-bromo-6-oxabicyclo[3.2.1]octan-7-one. WO 2014157612. (Assignee Daiichi Sankyo Company, Limited, Japan)

Edoxaban - Synthetic Route 9

Edoxaban - Synthetic Route 9

Synthetic Description

Reference: Ueda, Tsuyoshi. Preparation of activated blood coagulation factor X (FXa) inhibitor compounds under mild conditions. WO 2015125710. (Assignee Daiichi Sankyo Company,Limited, Japan)

Synthetic Reference

Ueda, Tsuyoshi. Preparation of activated blood coagulation factor X (FXa) inhibitor compounds under mild conditions. WO 2015125710. (Assignee Daiichi Sankyo Company,Limited, Japan)

Edoxaban - Synthetic Route 10

Edoxaban - Synthetic Route 10

Synthetic Description

Reference: Li, Ying; Wang, Qingpeng; Liu, Zhikang. Process for preparation of edoxaban free base. CN 105753888. (Assignee Lepu Pharmaceutical Co., Ltd., Peop. Rep. China)

Synthetic Reference

Li, Ying; Wang, Qingpeng; Liu, Zhikang. Process for preparation of edoxaban free base. CN 105753888. (Assignee Lepu Pharmaceutical Co., Ltd., Peop. Rep. China)