CN105026361B - 一种制备中间体的工艺 - Google Patents

一种制备中间体的工艺 Download PDF

Info

Publication number
CN105026361B
CN105026361B CN201380056103.3A CN201380056103A CN105026361B CN 105026361 B CN105026361 B CN 105026361B CN 201380056103 A CN201380056103 A CN 201380056103A CN 105026361 B CN105026361 B CN 105026361B
Authority
CN
China
Prior art keywords
compound
formula
alkyl
salt
halogen
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.)
Active
Application number
CN201380056103.3A
Other languages
English (en)
Chinese (zh)
Other versions
CN105026361A (zh
Inventor
朱国良
叶文发
郑辉
钱灵峰
位军辉
杨立军
李运广
罗力军
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Novartis AG
Ruibo Suzhou Pharmaceutical Co Ltd
Original Assignee
Novartis AG
Zhejiang Jiuzhou Pharmaceutical Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Novartis AG, Zhejiang Jiuzhou Pharmaceutical Co Ltd filed Critical Novartis AG
Priority to CN201380056103.3A priority Critical patent/CN105026361B/zh
Publication of CN105026361A publication Critical patent/CN105026361A/zh
Application granted granted Critical
Publication of CN105026361B publication Critical patent/CN105026361B/zh
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C269/00—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C269/04—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups from amines with formation of carbamate groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C213/02—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions involving the formation of amino groups from compounds containing hydroxy groups or etherified or esterified hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C269/00—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C269/06—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups by reactions not involving the formation of carbamate groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/36—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
    • C07C41/30—Preparation of ethers by reactions not forming ether-oxygen bonds by increasing the number of carbon atoms, e.g. by oligomerisation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Indole Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
CN201380056103.3A 2012-08-31 2013-09-02 一种制备中间体的工艺 Active CN105026361B (zh)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201380056103.3A CN105026361B (zh) 2012-08-31 2013-09-02 一种制备中间体的工艺

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
CN2012103178276 2012-08-31
CN201210317827 2012-08-31
CNPCT/CN2013/079565 2013-07-18
CN2013079565 2013-07-18
CN201380056103.3A CN105026361B (zh) 2012-08-31 2013-09-02 一种制备中间体的工艺
PCT/CN2013/082817 WO2014032627A1 (en) 2012-08-31 2013-09-02 New process

Publications (2)

Publication Number Publication Date
CN105026361A CN105026361A (zh) 2015-11-04
CN105026361B true CN105026361B (zh) 2018-04-03

Family

ID=49080910

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201380056103.3A Active CN105026361B (zh) 2012-08-31 2013-09-02 一种制备中间体的工艺

Country Status (15)

Country Link
US (1) US9624163B2 (enExample)
EP (1) EP2890672B1 (enExample)
JP (1) JP6280119B2 (enExample)
KR (1) KR20150048133A (enExample)
CN (1) CN105026361B (enExample)
AR (1) AR092278A1 (enExample)
AU (1) AU2013307767B2 (enExample)
BR (1) BR112015004121A2 (enExample)
CA (1) CA2880194A1 (enExample)
ES (1) ES2685621T3 (enExample)
IN (1) IN2015DN00909A (enExample)
MX (1) MX2015002640A (enExample)
RU (1) RU2015111486A (enExample)
TW (1) TW201414708A (enExample)
WO (1) WO2014032627A1 (enExample)

Families Citing this family (49)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9550719B2 (en) * 2013-05-09 2017-01-24 Council Of Scientific And Industrial Research Process for the preparation of 3-aryl-2-hydroxy propanoic acid compounds
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
CN104926704B (zh) * 2014-03-18 2019-03-05 浙江九洲药物科技有限公司 氮杂环丙烷类化合物及其制备方法
WO2015154673A1 (en) * 2014-04-10 2015-10-15 Zhaoyin Wang Novel prodrugs and combinations for treatment of hypertension and cardiovascular diseases
WO2016074651A1 (en) 2014-11-14 2016-05-19 Zentiva, K.S. A method for the preparation, isolation and purification of pharmaceutically applicable forms of ahu-377
CN105985225A (zh) * 2015-02-12 2016-10-05 博瑞生物医药（苏州）股份有限公司 一种lcz-696及其中间体的制备方法
TW201632493A (zh) 2015-02-13 2016-09-16 諾華公司 新穎方法
CN106187808A (zh) * 2015-05-08 2016-12-07 苏州鹏旭医药科技有限公司 Ahu-377的制备方法、ahu-377中间体及ahu-377中间体的制备方法
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
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
WO2017051326A1 (en) 2015-09-23 2017-03-30 Novartis Ag New processes and intermediates useful in synthesis of nep inhibitors
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
CN105254589B (zh) * 2015-10-15 2018-07-31 上海博氏医药科技有限公司 一种制备心力衰竭药物中间体的方法
CN105348209B (zh) 2015-12-09 2017-12-26 浙江天宇药业股份有限公司 一种抗心衰药lcz696的制备方法
CN105523964B (zh) * 2015-12-09 2017-05-24 苏州楚凯药业有限公司 一种抗心衰药物中间体的制备方法
EP3386955B1 (en) 2015-12-10 2020-08-05 Novartis AG Intermediates for the preparation of sacubitril and their preparation
MX2018007129A (es) 2015-12-11 2018-11-09 Zentiva Ks Formas solidas de ester etilico del acido (2r,4s)-5-(bifenil-4-il) -4-[(3-carboxipropionil)amino]-2-metil-pentanoico, sus sales y un metodo de preparacion.
CN105622460B (zh) * 2016-01-08 2017-12-05 浙江大学 (r)‑n‑叔丁氧羰基联苯丙氨醇的合成方法
CN105820064A (zh) * 2016-04-18 2016-08-03 浙江天宇药业股份有限公司 一种联苯基丙氨醇衍生物的合成方法及中间体
CN105753741A (zh) * 2016-04-26 2016-07-13 常州制药厂有限公司 一种抗心衰药物Sacubitril中间体的制备方法
WO2017203474A1 (en) * 2016-05-27 2017-11-30 Dr. Reddy's Laboratories Limited Process for preparation of sacubutril intermediate
EP3481799A1 (en) 2016-07-05 2019-05-15 Novartis AG New process for early sacubitril intermediates
JP6945619B2 (ja) 2016-08-17 2021-10-06 ノバルティス アーゲー Ｎｅｐ阻害剤合成のための新規な方法および中間体
CN107778192A (zh) * 2016-08-26 2018-03-09 浙江九洲药业股份有限公司 一种n‑烷氧或苄氧羰基手性氨酸的制备方法
CN106431993B (zh) * 2016-09-14 2018-10-30 重庆市碚圣医药科技股份有限公司 一种lcz-696关键中间体的制备方法
CN106565505A (zh) * 2016-11-08 2017-04-19 重庆市碚圣医药科技股份有限公司 (r)‑3‑([1,1’‑联苯]‑4‑基)‑2‑氨基丙‑1‑醇盐酸盐的制备方法
CN106588698B (zh) * 2016-11-18 2019-01-22 凯瑞斯德生化(苏州)有限公司 一种N-Boc联苯丙氨醛的制备方法
CN108238981A (zh) * 2016-12-23 2018-07-03 宁波爱诺医药科技有限公司 一种lcz-696关键中间体的制备方法
WO2018116203A1 (en) 2016-12-23 2018-06-28 Novartis Ag New process for early sacubitril intermediates
CN106946742A (zh) * 2017-03-28 2017-07-14 常州沃腾化工科技有限公司 一种三苯基氧磷含量低的沙库必曲中间体的制备方法
CN107011203B (zh) * 2017-04-28 2019-03-29 江苏阿尔法药业有限公司 一种lcz696中间体ahu-377的制备方法
CN107382779B (zh) * 2017-07-27 2020-04-17 江苏中邦制药有限公司 一种沙库必曲中间体的制备方法
CN107522628A (zh) * 2017-09-20 2017-12-29 吉尔生化（上海）有限公司 一种l‑3‑（6‑乙酰基‑2‑萘胺基）‑2‑氨基丙酸的合成方法
CN108047093A (zh) * 2017-11-29 2018-05-18 南通常佑药业科技有限公司 一种联苯基氨基丙醛化合物的制备方法
CN108047092A (zh) * 2018-01-12 2018-05-18 重庆市碚圣医药科技股份有限公司 一种lcz696中间体的合成方法
CN108191712A (zh) * 2018-01-15 2018-06-22 重庆市碚圣医药科技股份有限公司 一种lcz696关键中间体母液回收方法
CN108675943A (zh) * 2018-06-13 2018-10-19 常州亚邦制药有限公司 一种沙库巴曲关键中间体的制备方法
CN109336804B (zh) * 2018-12-21 2021-03-30 浙江工业大学 一种管道化合成沙库必曲关键中间体的方法
CN110183357B (zh) * 2019-06-13 2021-09-24 甘肃皓天医药科技有限责任公司 一种用于制备沙库比曲中间体的制备方法
CN113754565B (zh) * 2021-11-09 2022-02-22 南京威凯尔生物医药科技有限公司 一种连续流微反应器中制备沙库巴曲中间体的方法
CN116987012B (zh) 2022-04-29 2025-08-12 凯特立斯（深圳）科技有限公司 沙库必曲中间体、其制备方法及其应用
CN116589383B (zh) * 2023-04-18 2025-09-05 重庆普佑制药有限公司 一种沙库比曲中间体的制备工艺
CN117105821A (zh) * 2023-04-18 2023-11-24 重庆普佑制药有限公司 一种沙库比曲中间体的制备方法
CN117658864A (zh) * 2023-12-04 2024-03-08 新天地医药技术研究院(郑州)有限公司 一种沙库巴曲关键中间体的制备方法
CN117964521A (zh) * 2024-01-31 2024-05-03 江苏科本药业有限公司 一种沙库巴曲中间体的制备方法
CN119930493A (zh) * 2025-02-24 2025-05-06 江苏科本药业有限公司 一种(r)-(1-([1,1′-联苯基]-4-基)-3-羟基丙-2-基)氨基甲酸叔丁酯中间体及其制备方法和应用

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3462483A (en) * 1964-07-23 1969-08-19 British Drug Houses Ltd Novel derivatives of 3-hydroxy-4-phenyl-butyric acid
WO2008031567A1 (en) * 2006-09-13 2008-03-20 Novartis Ag Process for preparing biaryl substituted 4-amino-butyric acid or derivatives thereof and their use in the production of nep inhibitors
WO2013026773A1 (en) * 2011-08-19 2013-02-28 Dsm Ip Assets B.V. Synthesis of r-biphenylalaninol

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5587494A (en) * 1992-03-17 1996-12-24 The Board Of Governors For Higher Education, State Of Rhode Island And Providence Plantations Practical, cost-efficient chiral synthesis of dihydrosphingosines
US5962506A (en) * 1997-07-07 1999-10-05 Pharmacopeia, Inc. Glycol and hydroxyphosphonate peptidomimetics as inhibitors of aspartyl proteases
EP1928893A2 (en) * 2005-08-24 2008-06-11 Rib-X Pharmaceuticals, Inc. Triazole compounds and methods of making and using the same
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

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3462483A (en) * 1964-07-23 1969-08-19 British Drug Houses Ltd Novel derivatives of 3-hydroxy-4-phenyl-butyric acid
WO2008031567A1 (en) * 2006-09-13 2008-03-20 Novartis Ag Process for preparing biaryl substituted 4-amino-butyric acid or derivatives thereof and their use in the production of nep inhibitors
WO2013026773A1 (en) * 2011-08-19 2013-02-28 Dsm Ip Assets B.V. Synthesis of r-biphenylalaninol
CN103764624A (zh) * 2011-08-19 2014-04-30 帝斯曼知识产权资产管理有限公司 R-联苯丙氨醇的合成

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
New thiazole carboxamides as potent inhibitors of Akt kinases;Shaohua Chang et al.;《Bioorganic & Medicinal Chemistry Letters》;20111130;第22卷;第1208-1212页 *

Also Published As

Publication number Publication date
EP2890672A4 (en) 2016-04-20
EP2890672B1 (en) 2018-05-30
EP2890672A1 (en) 2015-07-08
AU2013307767B2 (en) 2016-07-28
RU2015111486A (ru) 2016-10-20
JP2015532648A (ja) 2015-11-12
JP6280119B2 (ja) 2018-02-14
TW201414708A (zh) 2014-04-16
US20150210632A1 (en) 2015-07-30
MX2015002640A (es) 2015-06-24
AR092278A1 (es) 2015-04-08
IN2015DN00909A (enExample) 2015-06-12
BR112015004121A2 (pt) 2017-07-04
KR20150048133A (ko) 2015-05-06
WO2014032627A1 (en) 2014-03-06
CA2880194A1 (en) 2014-03-06
CN105026361A (zh) 2015-11-04
ES2685621T3 (es) 2018-10-10
US9624163B2 (en) 2017-04-18
AU2013307767A1 (en) 2015-02-19

Similar Documents

Publication Publication Date Title
CN105026361B (zh) 一种制备中间体的工艺
CN102712585B (zh) 中性内肽酶抑制剂中间体和其制备方法
KR101560005B1 (ko) 5-바이페닐-4-아미노-2-메틸 펜탄산의 제조 방법
KR101476937B1 (ko) Ｎｅｐ 억제제의 제조를 위한 중간체의 제조 방법
US7309803B2 (en) Clean, High-yield preparation of S,S and R,S amino acid isosteres
TWI438188B (zh) 用於合成醫藥品之中間化合物的製造方法
CN107250100B (zh) 制备nep抑制剂的工艺和中间体
CN103080077A (zh) 用于制造nep抑制剂的中间体的制备工艺
WO2021205023A1 (en) Process for the preparation of silodosin
KR20180118054A (ko) 의약품 합성용 중간체 화합물의 제조 방법
EP2192110B1 (en) Method of producing optically active n-(halopropyl)amino acid derivative
JP2004238322A (ja) （ｒ）−３−アミノペンタンニトリルメタンスルホン酸塩の製造方法
KR102152445B1 (ko) 의약품 합성용 중간체 화합물의 제조 방법
US6617461B2 (en) Process for preparation of optically active N-substituted azetidine-2-carboxylic acids
JP2019526554A (ja) Ｎｅｐ阻害剤合成のための新規な方法および中間体
WO2012165268A1 (ja) エステル化合物の製造方法
JPWO2001055104A1 (ja) 光学活性ｎ−置換アゼチジン−２−カルボン酸の製造方法
KR19980029955A (ko) N-알킬옥시카르보닐-b-알킬술포닐발린 화합물의 제조방법
JP2004513934A (ja) 保護された１−（１−アミノアルキル）−オキシランの調製方法
WO2017060287A1 (en) Process for the preparation of encenicline from 7-chloro-benzo[b]thiophene-2-carboxylic acid chloride and (r)-quinuclidin-3-amine in the presence of imidazole

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant
TR01 Transfer of patent right
TR01 Transfer of patent right

Effective date of registration: 20221020

Address after: No. 18, Tonglian Road, Bixi Street, Changshu, Suzhou, Jiangsu

Patentee after: Ruibo (Suzhou) Pharmaceutical Co.,Ltd.

Patentee after: NOVARTIS AG

Address before: 318000 Taizhou City, Zhejiang Province 99 Waisha Road, Jiaojiang District, Taizhou City, Zhejiang Province, China

Patentee before: ZHEJIANG JIUZHOU PHARMACEUTICAL Co.,Ltd.

Patentee before: NOVARTIS AG