CN110709383A - (3r,4s)-3-乙酰胺基-4-烯丙基-n-(叔丁基)吡咯烷-3-羧酰胺的制备方法 - Google Patents

(3r,4s)-3-乙酰胺基-4-烯丙基-n-(叔丁基)吡咯烷-3-羧酰胺的制备方法 Download PDF

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CN110709383A
CN110709383A CN201880031547.4A CN201880031547A CN110709383A CN 110709383 A CN110709383 A CN 110709383A CN 201880031547 A CN201880031547 A CN 201880031547A CN 110709383 A CN110709383 A CN 110709383A
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compound
amine compound
salt
formula
enantiomeric excess
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M·C·范赞特
J·L·萨瓦
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Cary Serra Bio Science Co Ltd
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Cary Serra Bio Science Co Ltd
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    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/16—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
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    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/12—Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups
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    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
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    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/02—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
    • C07C233/04—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C233/05—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/57—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/64—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings
    • C07C233/65—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
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    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C235/06—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
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    • C07C327/00—Thiocarboxylic acids
    • C07C327/20—Esters of monothiocarboxylic acids
    • C07C327/22—Esters of monothiocarboxylic acids having carbon atoms of esterified thiocarboxyl groups bound to hydrogen atoms or to acyclic carbon atoms
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/06—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with radicals, containing only hydrogen and carbon atoms, attached to ring carbon atoms
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    • C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
    • C07F5/02—Boron compounds
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    • C07B2200/07—Optical isomers
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    • C07B2200/13—Crystalline forms, e.g. polymorphs

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pyrrole Compounds (AREA)
CN201880031547.4A 2017-05-12 2018-05-11 (3r,4s)-3-乙酰胺基-4-烯丙基-n-(叔丁基)吡咯烷-3-羧酰胺的制备方法 Pending CN110709383A (zh)

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US201762505282P 2017-05-12 2017-05-12
US62/505,282 2017-05-12
PCT/US2018/032407 WO2018209290A1 (en) 2017-05-12 2018-05-11 Method of preparing (3r,4s)-3-acetamido-4-allyl-n-(tert-butyl)pyrrolidine-3-carboxamide

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CN110709383A true CN110709383A (zh) 2020-01-17

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US (3) US10494339B2 (https=)
EP (1) EP3621954B1 (https=)
JP (1) JP2020519583A (https=)
KR (1) KR20200008578A (https=)
CN (1) CN110709383A (https=)
AU (1) AU2018265873A1 (https=)
BR (1) BR112019023582A2 (https=)
CA (1) CA3062851A1 (https=)
CL (1) CL2019003212A1 (https=)
CO (1) CO2019013923A2 (https=)
CR (1) CR20190562A (https=)
EA (1) EA201992695A1 (https=)
IL (2) IL278757B (https=)
MA (1) MA48626A (https=)
MX (1) MX2019013533A (https=)
PE (1) PE20200339A1 (https=)
PH (1) PH12019502505A1 (https=)
SG (1) SG10201912946TA (https=)
TW (1) TW201900609A (https=)
WO (1) WO2018209290A1 (https=)
ZA (1) ZA201908267B (https=)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113866289A (zh) * 2021-09-03 2021-12-31 上海凌凯医药科技有限公司 2,3-二苯甲酰氧基-4-二甲基氨基-4-氧代丁酸的手性分离检测方法

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DK2632927T3 (en) 2010-10-26 2016-04-11 Mars Inc Boronates AS ARGINSASEINHIBITORER
SMT202100573T1 (it) 2016-12-22 2021-11-12 Calithera Biosciences Inc Composizioni e metodi per l'inibizione dell'attivita' dell'arginasi
WO2018209290A1 (en) * 2017-05-12 2018-11-15 Calithera Biosciences, Inc. Method of preparing (3r,4s)-3-acetamido-4-allyl-n-(tert-butyl)pyrrolidine-3-carboxamide
EP3774843B1 (en) 2018-03-29 2022-05-25 Molecure SA Dipeptide piperidine derivatives
CN110734456A (zh) * 2019-11-06 2020-01-31 南京谷睿生物科技有限公司 一种化合物及其制备方法和医药上的应用
US20220041630A1 (en) 2020-07-17 2022-02-10 Incyte Corporation Processes for the preparation of arginase inhibitors and their synthetic intermediates

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CN104540836A (zh) * 2012-04-18 2015-04-22 马尔斯公司 作为精氨酸酶抑制剂的环约束类似物
US20160375044A1 (en) * 2015-06-23 2016-12-29 Calithera Biosciences, Inc. Compositions and Methods for Inhibiting Arginase Activity
US20170121352A1 (en) * 2015-10-30 2017-05-04 Calithera Biosciences, Inc. Compositions and methods for inhibiting arginase activity

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WO1999019295A1 (en) 1997-10-10 1999-04-22 Trustees Of The University Of Pennsylvania Compositions and methods for inhibiting arginase activity
US20040063666A1 (en) 1998-10-09 2004-04-01 David Christianson Compositions for inhibiting arginase activity
JP2004502948A (ja) 2000-07-06 2004-01-29 ファル　ダイアグノスティクス アルギニン化合物の検出のための方法及びキット
CA2431080A1 (en) 2003-06-02 2004-12-02 Catherine Adele O'brien Enhancement of anticancer immunity through inhibition of arginase
WO2007005620A2 (en) 2005-07-01 2007-01-11 The Johns Hopkins University Arginase ii: a target treatment of aging heart and heart failure
SI2389352T1 (sl) 2009-01-26 2019-08-30 The Trustees Of The University Of Pennsylvania, Center For Technology Transfer Inhibitorji arginaze in postopki uporabe
CN103068830B (zh) 2010-04-22 2016-06-29 马尔斯公司 精氨酸酶抑制剂及其治疗应用
CA2824599C (en) 2010-12-31 2020-03-10 Astrazeneca Uk Limited Arginase inhibitors and methods of use thereof
US9266908B2 (en) 2011-10-19 2016-02-23 Mars, Incorporated Inhibitors of arginase and their therapeutic applications
RU2014120166A (ru) 2011-10-20 2015-11-27 ГЛЭКСОСМИТКЛАЙН ЭлЭлСи Замещенные бициклические аза-гетероциклы и их аналоги в качестве модуляторов сиртуина
JP6508785B2 (ja) 2013-10-25 2019-05-08 ファーマサイクリックス エルエルシー ブルトンチロシンキナーゼ阻害剤および免疫療法を使用する処置
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WO2018209290A1 (en) * 2017-05-12 2018-11-15 Calithera Biosciences, Inc. Method of preparing (3r,4s)-3-acetamido-4-allyl-n-(tert-butyl)pyrrolidine-3-carboxamide

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CN103249737A (zh) * 2010-10-26 2013-08-14 马尔斯公司 作为精氨酸酶抑制剂的硼酸盐
CN104540836A (zh) * 2012-04-18 2015-04-22 马尔斯公司 作为精氨酸酶抑制剂的环约束类似物
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Publication number Priority date Publication date Assignee Title
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US11370754B2 (en) 2022-06-28
US20210155589A1 (en) 2021-05-27
PH12019502505A1 (en) 2020-07-13
IL278757B (en) 2021-08-31
EP3621954B1 (en) 2022-03-09
US20180362459A1 (en) 2018-12-20
ZA201908267B (en) 2020-11-25
TW201900609A (zh) 2019-01-01
WO2018209290A1 (en) 2018-11-15
EA201992695A1 (ru) 2020-05-15
EP3621954A1 (en) 2020-03-18
US20200087255A1 (en) 2020-03-19
US10906872B2 (en) 2021-02-02
CR20190562A (es) 2020-03-04
CL2019003212A1 (es) 2020-02-21
AU2018265873A1 (en) 2019-11-28
IL278757A (en) 2021-01-31
CA3062851A1 (en) 2018-11-15
SG10201912946TA (en) 2020-02-27
BR112019023582A2 (pt) 2020-06-02
PE20200339A1 (es) 2020-02-14
IL285299A (en) 2021-09-30
CO2019013923A2 (es) 2020-04-01
KR20200008578A (ko) 2020-01-28
US10494339B2 (en) 2019-12-03
MX2019013533A (es) 2020-08-03
MA48626A (fr) 2020-03-18

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