JP2018203733A5 - - Google Patents
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- Publication number
- JP2018203733A5 JP2018203733A5 JP2018103970A JP2018103970A JP2018203733A5 JP 2018203733 A5 JP2018203733 A5 JP 2018203733A5 JP 2018103970 A JP2018103970 A JP 2018103970A JP 2018103970 A JP2018103970 A JP 2018103970A JP 2018203733 A5 JP2018203733 A5 JP 2018203733A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- formula
- optionally substituted
- compound represented
- alkoxy
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 150000001875 compounds Chemical class 0.000 claims description 20
- 150000003839 salts Chemical class 0.000 claims description 12
- 229910052723 transition metal Inorganic materials 0.000 claims description 12
- 150000003624 transition metals Chemical class 0.000 claims description 12
- 239000003446 ligand Substances 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims 16
- 125000003545 alkoxy group Chemical group 0.000 claims 12
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 11
- 125000005915 C6-C14 aryl group Chemical group 0.000 claims 10
- 239000013543 active substance Substances 0.000 claims 9
- 125000004432 carbon atom Chemical group C* 0.000 claims 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 7
- 238000006722 reduction reaction Methods 0.000 claims 7
- 125000005843 halogen group Chemical group 0.000 claims 5
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 4
- 125000002252 acyl group Chemical group 0.000 claims 4
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 4
- 125000003277 amino group Chemical group 0.000 claims 3
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 3
- 239000003638 chemical reducing agent Substances 0.000 claims 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims 3
- 125000000623 heterocyclic group Chemical group 0.000 claims 3
- 229910052741 iridium Inorganic materials 0.000 claims 3
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical group [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 claims 3
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 2
- 229910020366 ClO 4 Inorganic materials 0.000 claims 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims 2
- 229910018286 SbF 6 Inorganic materials 0.000 claims 2
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- 125000006239 protecting group Chemical group 0.000 claims 2
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims 2
- -1 thiocarbamoyl group Chemical group 0.000 claims 2
- 125000003396 thiol group Chemical group [H]S* 0.000 claims 2
- QBYIENPQHBMVBV-HFEGYEGKSA-N (2R)-2-hydroxy-2-phenylacetic acid Chemical compound O[C@@H](C(O)=O)c1ccccc1.O[C@@H](C(O)=O)c1ccccc1 QBYIENPQHBMVBV-HFEGYEGKSA-N 0.000 claims 1
- QCHAVHXSBZARBO-UHFFFAOYSA-N (r)-monophos Chemical compound C1=CC2=CC=CC=C2C2=C1OP(N(C)C)OC1=C2C2=CC=CC=C2C=C1 QCHAVHXSBZARBO-UHFFFAOYSA-N 0.000 claims 1
- NXLACVVNHYIYJN-UHFFFAOYSA-N 1-phenyl-n-(1-phenylethyl)ethanamine Chemical compound C=1C=CC=CC=1C(C)NC(C)C1=CC=CC=C1 NXLACVVNHYIYJN-UHFFFAOYSA-N 0.000 claims 1
- DJHGAFSJWGLOIV-UHFFFAOYSA-K Arsenate3- Chemical compound [O-][As]([O-])([O-])=O DJHGAFSJWGLOIV-UHFFFAOYSA-K 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- IWYDHOAUDWTVEP-UHFFFAOYSA-N R-2-phenyl-2-hydroxyacetic acid Natural products OC(=O)C(O)C1=CC=CC=C1 IWYDHOAUDWTVEP-UHFFFAOYSA-N 0.000 claims 1
- 229940000489 arsenate Drugs 0.000 claims 1
- 238000009876 asymmetric hydrogenation reaction Methods 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 238000010511 deprotection reaction Methods 0.000 claims 1
- VURFVHCLMJOLKN-UHFFFAOYSA-N diphosphane Chemical compound PP VURFVHCLMJOLKN-UHFFFAOYSA-N 0.000 claims 1
- 229960002510 mandelic acid Drugs 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- RIWRFSMVIUAEBX-UHFFFAOYSA-N n-methyl-1-phenylmethanamine Chemical compound CNCC1=CC=CC=C1 RIWRFSMVIUAEBX-UHFFFAOYSA-N 0.000 claims 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 claims 1
- 239000000758 substrate Substances 0.000 description 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2022078462A JP7420865B2 (ja) | 2017-05-30 | 2022-05-11 | 光学活性化合物の製造法 |
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2017106280 | 2017-05-30 | ||
| JP2017106280 | 2017-05-30 | ||
| PCT/IB2018/053822 WO2018220533A2 (ja) | 2017-05-30 | 2018-05-29 | 光学活性化合物の製造法 |
| WOPCT/IB2018/053822 | 2018-05-29 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2022078462A Division JP7420865B2 (ja) | 2017-05-30 | 2022-05-11 | 光学活性化合物の製造法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2018203733A JP2018203733A (ja) | 2018-12-27 |
| JP2018203733A5 true JP2018203733A5 (enExample) | 2021-07-26 |
| JP7102233B2 JP7102233B2 (ja) | 2022-07-19 |
Family
ID=64454503
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018103970A Active JP7102233B2 (ja) | 2017-05-30 | 2018-05-30 | 光学活性化合物の製造法 |
| JP2022078462A Active JP7420865B2 (ja) | 2017-05-30 | 2022-05-11 | 光学活性化合物の製造法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2022078462A Active JP7420865B2 (ja) | 2017-05-30 | 2022-05-11 | 光学活性化合物の製造法 |
Country Status (12)
| Country | Link |
|---|---|
| US (2) | US10988469B2 (enExample) |
| EP (2) | EP3632441B1 (enExample) |
| JP (2) | JP7102233B2 (enExample) |
| KR (1) | KR102754527B1 (enExample) |
| CN (2) | CN117447464A (enExample) |
| AU (1) | AU2018276192B2 (enExample) |
| CA (1) | CA3065683A1 (enExample) |
| EA (1) | EA039880B1 (enExample) |
| ES (1) | ES2986461T3 (enExample) |
| IL (1) | IL270983B (enExample) |
| MX (1) | MX391164B (enExample) |
| WO (1) | WO2018220533A2 (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR102754527B1 (ko) | 2017-05-30 | 2025-01-14 | 데이 원 바이오파마슈티칼즈, 인크. | 광학 활성 화합물의 제조법 |
| EP3950672A4 (en) * | 2019-03-27 | 2023-01-11 | Kyowa Pharma Chemical Co., Ltd. | PROCESS FOR PRODUCTION OF PROSTAGLANDIN |
| AU2021376286A1 (en) * | 2020-11-06 | 2023-06-22 | Dana-Farber Cancer Institute, Inc. | Raf inhibitor for treating low grade glioma |
| CN114685564B (zh) * | 2020-12-27 | 2023-09-22 | 西北大学 | 新型亚磷酰胺配体及其合成方法和应用 |
| CN117715889A (zh) | 2021-07-26 | 2024-03-15 | 阿尔维纳斯运营股份有限公司 | 制备双官能化合物的方法 |
| CN117567388B (zh) * | 2023-11-14 | 2024-04-16 | 济南悟通生物科技有限公司 | 一种2-乙酰基-5-噻唑甲酸的合成方法 |
| CN119241530A (zh) * | 2024-09-20 | 2025-01-03 | 武汉九州钰民医药科技有限公司 | 一种Tovorafenib的药物合成工艺 |
| CN119241529A (zh) * | 2024-09-20 | 2025-01-03 | 武汉九州钰民医药科技有限公司 | 一种Tovorafenib的制备方法 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6764842B2 (en) * | 2001-03-28 | 2004-07-20 | Merck & Co., Inc. | Enantioselective bioreduction for the preparation of integrin receptor antagonist intermediates |
| TW200303304A (en) | 2002-02-18 | 2003-09-01 | Astrazeneca Ab | Chemical compounds |
| MY139887A (en) * | 2004-04-02 | 2009-11-30 | Mitsubishi Tanabe Pharma Corp | Tetrahydronaphthyridine derivatives and a process for preparing the same. |
| CA2694284A1 (en) * | 2007-06-29 | 2009-01-08 | Jennifer Cossrow | Heterocyclic compounds useful as raf kinase inhibitors |
| TWI444379B (zh) | 2007-06-29 | 2014-07-11 | Sunesis Pharmaceuticals Inc | 有用於作為Raf激酶抑制劑之化合物 |
| EP3680240A1 (en) * | 2012-03-14 | 2020-07-15 | Merck Sharp & Dohme Corp. | Asymmetric phase transfer catalysis |
| WO2013146987A1 (ja) | 2012-03-28 | 2013-10-03 | 武田薬品工業株式会社 | ロジウム触媒及びアミン化合物の製造法 |
| TWI602803B (zh) * | 2013-03-29 | 2017-10-21 | 第一三共股份有限公司 | 光學活性二胺衍生物之製造方法 |
| WO2015178846A1 (en) * | 2014-05-20 | 2015-11-26 | Sp Process Development Ab | Process for the preparation of chiral amines from prochiral ketones |
| JP6638363B2 (ja) | 2015-12-11 | 2020-01-29 | 株式会社大林組 | 掘削装置および杭孔の拡径方法 |
| CN105524111B (zh) * | 2016-01-25 | 2017-10-27 | 西北农林科技大学 | 手性亚磷酰胺单齿配体及其合成方法与应用 |
| KR102754527B1 (ko) | 2017-05-30 | 2025-01-14 | 데이 원 바이오파마슈티칼즈, 인크. | 광학 활성 화합물의 제조법 |
-
2018
- 2018-05-29 KR KR1020197038460A patent/KR102754527B1/ko active Active
- 2018-05-29 US US16/617,914 patent/US10988469B2/en active Active
- 2018-05-29 CN CN202311299784.8A patent/CN117447464A/zh active Pending
- 2018-05-29 EP EP18808978.3A patent/EP3632441B1/en active Active
- 2018-05-29 CN CN201880050913.0A patent/CN111032047B/zh active Active
- 2018-05-29 CA CA3065683A patent/CA3065683A1/en active Pending
- 2018-05-29 ES ES18808978T patent/ES2986461T3/es active Active
- 2018-05-29 AU AU2018276192A patent/AU2018276192B2/en active Active
- 2018-05-29 MX MX2019014256A patent/MX391164B/es unknown
- 2018-05-29 EA EA201992709A patent/EA039880B1/ru unknown
- 2018-05-29 WO PCT/IB2018/053822 patent/WO2018220533A2/ja not_active Ceased
- 2018-05-29 EP EP24180862.5A patent/EP4406609A3/en active Pending
- 2018-05-30 JP JP2018103970A patent/JP7102233B2/ja active Active
-
2019
- 2019-11-27 IL IL270983A patent/IL270983B/en unknown
-
2021
- 2021-02-19 US US17/180,127 patent/US12129249B2/en active Active
-
2022
- 2022-05-11 JP JP2022078462A patent/JP7420865B2/ja active Active
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