JP2020502244A5 - - Google Patents
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- JP2020502244A5 JP2020502244A5 JP2019534372A JP2019534372A JP2020502244A5 JP 2020502244 A5 JP2020502244 A5 JP 2020502244A5 JP 2019534372 A JP2019534372 A JP 2019534372A JP 2019534372 A JP2019534372 A JP 2019534372A JP 2020502244 A5 JP2020502244 A5 JP 2020502244A5
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- JP
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- Prior art keywords
- formula
- compound
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- aryl
- protecting group
- 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.)
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- 150000001875 compounds Chemical class 0.000 claims description 91
- 150000003839 salts Chemical class 0.000 claims description 74
- 238000000034 method Methods 0.000 claims description 50
- 229910052739 hydrogen Inorganic materials 0.000 claims description 22
- 239000001257 hydrogen Substances 0.000 claims description 22
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 18
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 17
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 16
- 125000006239 protecting group Chemical group 0.000 claims description 16
- 229910052757 nitrogen Inorganic materials 0.000 claims description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 8
- -1 C 3 -C 8 - cycloalkyl amine Chemical class 0.000 claims description 6
- 150000001412 amines Chemical class 0.000 claims description 6
- 239000003638 chemical reducing agent Substances 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 125000000623 heterocyclic group Chemical group 0.000 claims description 4
- 238000007254 oxidation reaction Methods 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 2
- 238000006646 Dess-Martin oxidation reaction Methods 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 125000002619 bicyclic group Chemical group 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 125000000490 cinnamyl group Chemical group C(C=CC1=CC=CC=C1)* 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 125000004122 cyclic group Chemical group 0.000 claims description 2
- NKLCNNUWBJBICK-UHFFFAOYSA-N dess–martin periodinane Chemical compound C1=CC=C2I(OC(=O)C)(OC(C)=O)(OC(C)=O)OC(=O)C2=C1 NKLCNNUWBJBICK-UHFFFAOYSA-N 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 125000005842 heteroatom Chemical group 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- 230000007062 hydrolysis Effects 0.000 claims description 2
- 238000006460 hydrolysis reaction Methods 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 230000001404 mediated effect Effects 0.000 claims description 2
- GDOPTJXRTPNYNR-UHFFFAOYSA-N methyl-cyclopentane Natural products CC1CCCC1 GDOPTJXRTPNYNR-UHFFFAOYSA-N 0.000 claims description 2
- 125000002950 monocyclic group Chemical group 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 claims description 2
- 230000003647 oxidation Effects 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- ZRYRUTXWDGMPSN-UHFFFAOYSA-N propan-2-amine Chemical group CC(C)N.C(C)(C)N ZRYRUTXWDGMPSN-UHFFFAOYSA-N 0.000 claims description 2
- 125000006413 ring segment Chemical group 0.000 claims description 2
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims description 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 2
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
- 0 *NC(Cc1ccc(-c2ccccc2)cc1)CO Chemical compound *NC(Cc1ccc(-c2ccccc2)cc1)CO 0.000 description 2
- RCAIWVIQRMDTAV-UHFFFAOYSA-N NC(Cc(cc1)ccc1-c1ccccc1)CO Chemical compound NC(Cc(cc1)ccc1-c1ccccc1)CO RCAIWVIQRMDTAV-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229940125898 compound 5 Drugs 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2016111674 | 2016-12-23 | ||
| CNPCT/CN2016/111674 | 2016-12-23 | ||
| PCT/IB2017/058203 WO2018116203A1 (en) | 2016-12-23 | 2017-12-20 | New process for early sacubitril intermediates |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2020502244A JP2020502244A (ja) | 2020-01-23 |
| JP2020502244A5 true JP2020502244A5 (enExample) | 2021-02-04 |
| JP7138106B2 JP7138106B2 (ja) | 2022-09-15 |
Family
ID=61022379
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019534372A Active JP7138106B2 (ja) | 2016-12-23 | 2017-12-20 | 初期サクビトリル中間体のための新規な方法 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US10774036B2 (enExample) |
| EP (1) | EP3558930B1 (enExample) |
| JP (1) | JP7138106B2 (enExample) |
| CN (1) | CN110088079A (enExample) |
| ES (1) | ES2883363T3 (enExample) |
| WO (1) | WO2018116203A1 (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110964759B (zh) * | 2018-09-28 | 2021-04-09 | 北京瑞莱博基医药科技有限公司 | 一种抗心衰药物中间体的新合成工艺 |
| CN111748590B (zh) * | 2019-03-29 | 2024-05-28 | 弈柯莱(台州)药业有限公司 | 转氨酶在制备Sacubitril中间体中的应用 |
| CN111205204A (zh) * | 2020-01-16 | 2020-05-29 | 南京红杉生物科技有限公司 | 沙库必曲中间体及其合成方法、应用 |
| CN114524741A (zh) * | 2022-02-15 | 2022-05-24 | 上海龙翔生物医药开发有限公司 | 一种抗肿瘤药物美法仑的合成工艺 |
| EP4630568A1 (en) * | 2022-12-09 | 2025-10-15 | KRKA, D.D., Novo Mesto | Process for the preparation of sitagliptin |
| CN116606224A (zh) * | 2023-04-18 | 2023-08-18 | 重庆普佑生物医药有限公司 | 一种沙库比曲中间体的酶催化制备方法 |
| CN118931983A (zh) * | 2024-07-24 | 2024-11-12 | 苏州弗莱明生物技术有限公司 | 一种沙库巴曲中间体及其制备方法 |
Family Cites Families (48)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2828041C2 (de) | 1978-06-26 | 1984-05-10 | Dynamit Nobel Ag, 5210 Troisdorf | Verfahren zur Herstellung von Arylbrenztraubensäuren |
| US4721726A (en) | 1980-12-18 | 1988-01-26 | Schering Corporation | Substituted dipeptides as inhibitors of enkephalinases |
| US5217996A (en) | 1992-01-22 | 1993-06-08 | Ciba-Geigy Corporation | Biaryl substituted 4-amino-butyric acid amides |
| NL1015655C2 (nl) | 2000-07-07 | 2002-01-08 | Dsm Nv | Katalysator voor de asymmetrische hydrogenering. |
| EP1532128A1 (en) | 2002-07-01 | 2005-05-25 | Pharmacia & Upjohn Company LLC | Inhibitors of hcv ns5b polymerase |
| AR057882A1 (es) | 2005-11-09 | 2007-12-26 | Novartis Ag | Compuestos de accion doble de bloqueadores del receptor de angiotensina e inhibidores de endopeptidasa neutra |
| EP1980622B1 (en) | 2006-01-17 | 2010-08-18 | Sumitomo Chemical Company, Limited | Method for production of an optically active biphenylalanine compound or salt or ester thereof |
| WO2007083774A1 (ja) | 2006-01-17 | 2007-07-26 | Sumitomo Chemical Company, Limited | ビフェニルメチルヒダントイン化合物、その製造方法、及びそれを用いるビフェニルアラニン化合物の製造方法 |
| EP1903027A1 (en) | 2006-09-13 | 2008-03-26 | Novartis AG | Process for preparing biaryl substituted 4-amino-butyric acid or derivatives thereof and their use in the production of NEP inhibitors |
| SG185318A1 (en) | 2007-01-12 | 2012-11-29 | Novartis Ag | Process for preparing 5-biphenyl-4-amino-2-methyl pentanoic acid |
| WO2008108998A2 (en) | 2007-03-02 | 2008-09-12 | Richmond Chemical Corporation | Method to increase the yield and improve purification of products from transaminase reactions |
| WO2008120567A1 (ja) | 2007-03-20 | 2008-10-09 | Sumitomo Chemical Company, Limited | Ｌ－ビフェニルアラニン化合物の塩の回収方法、およびそれを用いたビフェニルアラニンエステル化合物の回収方法 |
| KR100817977B1 (ko) | 2007-05-03 | 2008-03-31 | 엘에스전선 주식회사 | 2차 전지용 음극재 및 이를 이용한 2차 전지 |
| ES2463693T3 (es) | 2007-05-10 | 2014-05-29 | R & D Biopharmaceuticals Gmbh | Derivados de tubulisina |
| AR070176A1 (es) | 2008-01-17 | 2010-03-17 | Novartis Ag | Procesos de sintesis de inhibidores de nep, compuestos intermediarios y uso de los mismos en la sintesis |
| CN101362708B (zh) | 2008-09-05 | 2012-05-16 | 浙江工业大学 | 叔丁基-[2-（联苯-4-基）-1-（羟甲基）乙基]氨基甲酸酯的合成方法 |
| CN101774941A (zh) | 2009-01-13 | 2010-07-14 | 浙江九洲药业股份有限公司 | 2-酰基氨基-3-联苯基丙酸的制备及拆分方法 |
| EP2401366B1 (en) | 2009-02-26 | 2013-12-18 | Codexis, Inc. | Transaminase biocatalysts |
| AU2010291586C1 (en) | 2009-09-02 | 2015-04-16 | Lonza Ag | A process for the identification and preparation of a (R)-specific omega-transaminase |
| EP2480523B1 (en) | 2009-09-23 | 2017-03-01 | Zhejiang Jiuzhou Pharmaceutical Co., Ltd. | Process for manufacture of n-acylbphenyl alanine |
| CN104262228B (zh) | 2010-01-22 | 2017-01-18 | 诺华股份有限公司 | 中性内肽酶抑制剂中间体和其制备方法 |
| CN102260177A (zh) | 2010-05-25 | 2011-11-30 | 中国医学科学院药物研究所 | 丙二醇类衍生物、其制备方法和其药物组合物与用途 |
| ES2608780T3 (es) | 2010-08-23 | 2017-04-17 | Novartis Ag | Nuevo proceso para la preparación de intermediarios útiles para la elaboración de inhibidores de NEP |
| ES2576179T3 (es) | 2010-08-23 | 2016-07-06 | Novartis Ag | Proceso para la preparación de intermediarios para la elaboración de inhibidores de NEP |
| JP6150179B2 (ja) | 2011-08-19 | 2017-06-21 | パセオン オーストリア ゲーエムベーハー ウント ツェーオー カーゲー | Ｒ−ビフェニルアラニノールの合成 |
| AR092278A1 (es) * | 2012-08-31 | 2015-04-08 | Novartis Ag | Proceso de obtencion de derivados n-acilicos de bifenil-alanina e intermediarios relacionados |
| SI2961844T1 (sl) * | 2013-02-28 | 2018-11-30 | Codexis, Inc. | Spremenjeni polipeptidi transaminaze za industrijsko biokatalizo |
| US9375636B1 (en) | 2013-04-03 | 2016-06-28 | Kabam, Inc. | Adjusting individualized content made available to users of an online game based on user gameplay information |
| KR101568336B1 (ko) * | 2013-07-02 | 2015-11-12 | 서강대학교산학협력단 | 목적 단백질의 돌연변이체를 생성하는 세포, 상기 세포의 제조 방법, 및 상기 세포를 이용한 목적 단백질의 돌연변이체의 제조 방법 |
| BR112016003736A2 (pt) | 2013-08-21 | 2018-12-04 | Dpx Holdings Bv | síntese de bifenilalaninol via novos intermed!ários |
| JPWO2015037460A1 (ja) | 2013-09-10 | 2017-03-02 | 住友化学株式会社 | 光学活性な３−（ビフェニル−４−イル）−２−〔（ｔ−ブトキシカルボニル）アミノ〕プロパン−１−オールの製造方法 |
| CN103483201A (zh) | 2013-09-12 | 2014-01-01 | 江苏弘和药物研发有限公司 | 一种(r)-2-甲基-4-硝基-1-丁醇的合成方法 |
| CN104557600B (zh) | 2015-01-26 | 2016-05-04 | 苏州明锐医药科技有限公司 | 沙库比曲的制备方法 |
| CN104725256B (zh) | 2015-02-11 | 2018-03-16 | 威海迪素制药有限公司 | 一种联苯丙氨酸衍生物的制备方法 |
| CN104725279B (zh) | 2015-02-12 | 2018-03-02 | 威海迪素制药有限公司 | 一种N‑Boc‑联苯丙氨酸衍生物的制备方法 |
| CN105017082B (zh) | 2015-07-31 | 2017-09-19 | 上海皓元医药股份有限公司 | 一种心衰药Entresto 关键中间体(R)‑叔丁基 (1‑([1,1`‑联苯]‑4‑基)‑3‑羟基丙烷‑2‑基)氨基甲酸酯的制备方法 |
| CN105061263B (zh) | 2015-08-11 | 2017-03-15 | 苏州楚凯药业有限公司 | 一种nep抑制剂中间体的制备方法 |
| CN105085322B (zh) | 2015-08-15 | 2017-10-03 | 浙江永宁药业股份有限公司 | Ahu‑377中间体的制备方法及其中间体和中间体的制备方法 |
| CN105168205A (zh) | 2015-08-18 | 2015-12-23 | 泰力特医药（湖北）有限公司 | 一种血管紧张素ii受体和脑啡肽酶受体双重抑制剂lcz696的制备方法 |
| CN105330569A (zh) | 2015-09-11 | 2016-02-17 | 天台宜生生化科技有限公司 | 一种(r)-2-(n-叔丁氧羰基氨基)联苯丙醇的制备方法 |
| CN105152980B (zh) | 2015-09-11 | 2017-03-29 | 浙江永宁药业股份有限公司 | N‑叔丁氧羰基‑（4s）‑（对苯基苯基甲基）‑4‑氨基‑（2r）‑甲基丁酸的手性制备方法 |
| CN105198775B (zh) | 2015-10-10 | 2017-11-14 | 凯瑞斯德生化(苏州)有限公司 | 一种手性N‑Boc联苯丙氨醇的制备方法 |
| CN105237560B (zh) | 2015-10-15 | 2018-07-06 | 上海博氏医药科技有限公司 | 一种lzc696中间体及其合成方法 |
| CN105481622A (zh) | 2015-12-14 | 2016-04-13 | 武汉凯特立斯科技有限公司 | 一种α-氧代-α,β-不饱和羧酸的不对称氢化方法 |
| CN105566194A (zh) | 2016-02-01 | 2016-05-11 | 张伯引 | 一种Sacubitril中间体的制备方法 |
| EP3424899B1 (en) * | 2016-02-29 | 2022-05-11 | Sunshine Lake Pharma Co., Ltd. | Sacubitril intermediate and preparation method thereof |
| CN105601524B (zh) | 2016-03-17 | 2017-09-29 | 海门慧聚药业有限公司 | Lcz696关键中间体的制备 |
| CN105884656B (zh) | 2016-04-20 | 2017-09-19 | 沧州那瑞化学科技有限公司 | 一种lcz696中间体的制备方法 |
-
2017
- 2017-12-20 WO PCT/IB2017/058203 patent/WO2018116203A1/en not_active Ceased
- 2017-12-20 ES ES17832992T patent/ES2883363T3/es active Active
- 2017-12-20 EP EP17832992.6A patent/EP3558930B1/en active Active
- 2017-12-20 CN CN201780078296.0A patent/CN110088079A/zh active Pending
- 2017-12-20 US US16/472,386 patent/US10774036B2/en active Active
- 2017-12-20 JP JP2019534372A patent/JP7138106B2/ja active Active
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