Title:
METHOD FOR PRODUCING AMINOAZIDE COMPOUND, DIAMINE COMPOUND, AND EDOXABAN
Document Type and Number:
WIPO Patent Application WO/2024/053350
Kind Code:
A1
Abstract:
The purpose of the present invention is to provide a method for producing an aminoazide compound and a diamine compound in which the formation of undesired diastereomers is inhibited and which has good diastereoselectivity. Provided is a method for producing an aminoazide compound represented by formula (1), said method being characterized by comprising an azidation step for causing diphenylphosphoryl azide, a phosphine compound, and an azo compound to act on an amino alcohol compound represented by formula (2).
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Inventors:
OCHIAI HIDENORI (JP)
YAMASHITA ATSUHIRO (JP)
YAMASHITA ATSUHIRO (JP)
Application Number:
PCT/JP2023/029615
Publication Date:
March 14, 2024
Filing Date:
August 16, 2023
Export Citation:
Assignee:
KANEKA CORP (JP)
OSAKA SYNTHETIC CHEMICAL LABORATORIES INC (JP)
OSAKA SYNTHETIC CHEMICAL LABORATORIES INC (JP)
International Classes:
C07C269/06; C07C271/24; C07D513/04; A61K31/444; A61P7/02
Domestic Patent References:
| WO2010104078A1 | 2010-09-16 |
Foreign References:
| CN113527124A | 2021-10-22 |
Other References:
ANONYMOUS: "Reduction of tert-butyl{(1R,2S,5S)-2-amino)-5-[(dimethylamino)carbonyl]cyclohexyl}carbamate,", IP.COM NUMBER: IPCOM000242778D, 14 August 2015 (2015-08-14), XP093147058, Retrieved from the Internet [retrieved on 20240402]
THOMPSON A. S., ET AL.: "DIRECT CONVERSION OF ACTIVATED ALCOHOLS TO AZIDES USING DIPHENYL PHOSPHORIZIDATE. A PRACTICAL ALTERNATIVE TO MITSUNOBY CONDITIONS.", THE JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY, vol. 58., no. 22., 22 October 1993 (1993-10-22), pages 5886 - 5888., XP000650459, ISSN: 0022-3263, DOI: 10.1021/jo00074a008
OCHIAI HIDENORI, KUBOTA SHUNICHI, SASAGAWA MIWA, MIHARA TAIKI, YAMASHITA ATSUHIRO, NAKAMATA TOMOHIDE, NISHIYAMA AKIRA: "Stereoinvertive Deoxyamination of trans -2-Aminocyclohexanol Using Bose–Mitsunobu Azidation and Staudinger Reaction for the Stereoselective Synthesis of Edoxaban", ORGANIC PROCESS RESEARCH & DEVELOPMENT, AMERICAN CHEMICAL SOCIETY, US, vol. 27, no. 8, 18 August 2023 (2023-08-18), US , pages 1517 - 1532, XP093147057, ISSN: 1083-6160, DOI: 10.1021/acs.oprd.3c00189
THOMPSON A. S., ET AL.: "DIRECT CONVERSION OF ACTIVATED ALCOHOLS TO AZIDES USING DIPHENYL PHOSPHORIZIDATE. A PRACTICAL ALTERNATIVE TO MITSUNOBY CONDITIONS.", THE JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY, vol. 58., no. 22., 22 October 1993 (1993-10-22), pages 5886 - 5888., XP000650459, ISSN: 0022-3263, DOI: 10.1021/jo00074a008
OCHIAI HIDENORI, KUBOTA SHUNICHI, SASAGAWA MIWA, MIHARA TAIKI, YAMASHITA ATSUHIRO, NAKAMATA TOMOHIDE, NISHIYAMA AKIRA: "Stereoinvertive Deoxyamination of trans -2-Aminocyclohexanol Using Bose–Mitsunobu Azidation and Staudinger Reaction for the Stereoselective Synthesis of Edoxaban", ORGANIC PROCESS RESEARCH & DEVELOPMENT, AMERICAN CHEMICAL SOCIETY, US, vol. 27, no. 8, 18 August 2023 (2023-08-18), US , pages 1517 - 1532, XP093147057, ISSN: 1083-6160, DOI: 10.1021/acs.oprd.3c00189
Attorney, Agent or Firm:
USFI PATENT ATTORNEYS INTERNATIONAL OFFICE (JP)
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