KR101756772B1 - β-C-아릴 글루코사이드의 제조 방법 - Google Patents

β-C-아릴 글루코사이드의 제조 방법 Download PDF

Info

Publication number
KR101756772B1
KR101756772B1 KR1020147015420A KR20147015420A KR101756772B1 KR 101756772 B1 KR101756772 B1 KR 101756772B1 KR 1020147015420 A KR1020147015420 A KR 1020147015420A KR 20147015420 A KR20147015420 A KR 20147015420A KR 101756772 B1 KR101756772 B1 KR 101756772B1
Authority
KR
South Korea
Prior art keywords
formula
compound
aryl
group
arylation
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.)
Expired - Fee Related
Application number
KR1020147015420A
Other languages
English (en)
Korean (ko)
Other versions
KR20140089427A (ko
Inventor
줄리안 폴 헨스케
첸-웨이 린
핑-유 우
치-눙 시아오
지-슝 랴오
충-유 시아오
Original Assignee
시노팜 타이완 리미티드
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 시노팜 타이완 리미티드 filed Critical 시노팜 타이완 리미티드
Publication of KR20140089427A publication Critical patent/KR20140089427A/ko
Application granted granted Critical
Publication of KR101756772B1 publication Critical patent/KR101756772B1/ko
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Images

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D309/00Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/02Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D309/08Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings 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
    • C07D309/10Oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D407/00Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/04Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/04Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/10Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing aromatic rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Saccharide Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pyrane Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
KR1020147015420A 2011-11-07 2012-11-07 β-C-아릴 글루코사이드의 제조 방법 Expired - Fee Related KR101756772B1 (ko)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US201161556780P 2011-11-07 2011-11-07
US61/556,780 2011-11-07
US201261661793P 2012-06-19 2012-06-19
US61/661,793 2012-06-19
PCT/IB2012/002894 WO2013068850A2 (en) 2011-11-07 2012-11-07 PROCESS FOR THE PREPARATION OF β-C-ARYL GLUCOSIDES

Publications (2)

Publication Number Publication Date
KR20140089427A KR20140089427A (ko) 2014-07-14
KR101756772B1 true KR101756772B1 (ko) 2017-07-26

Family

ID=48290709

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1020147015420A Expired - Fee Related KR101756772B1 (ko) 2011-11-07 2012-11-07 β-C-아릴 글루코사이드의 제조 방법

Country Status (11)

Country Link
EP (1) EP2776449B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
JP (1) JP6144686B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
KR (1) KR101756772B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
CN (1) CN103974964B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
AU (1) AU2012335280B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
BR (1) BR112014010997A2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
CA (1) CA2854591A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
IL (1) IL232418A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
IN (1) IN2014CN04050A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
TW (1) TWI488861B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
WO (1) WO2013068850A2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104557894A (zh) * 2013-10-18 2015-04-29 上海信谊药厂有限公司 坎格列汀晶型及其制备方法
WO2015155739A1 (en) * 2014-04-11 2015-10-15 Scinopharm Taiwan, Ltd. Process for the preparation of beta-c-arylglucosides
CN105017237A (zh) * 2014-04-29 2015-11-04 嘉实(湖南)医药科技有限公司 一种卡格列净的制备工艺
EP2947077A1 (en) 2014-05-19 2015-11-25 LEK Pharmaceuticals d.d. Stereoselective synthesis of intermediates in the preparation of ß-C-arylglucosides
US10370365B2 (en) 2015-09-16 2019-08-06 Optimus Drugs (P) Limited Process for the preparation of Canagliflozin
CN105294624B (zh) * 2015-11-16 2018-01-12 山东罗欣药业集团股份有限公司 一种达格列净的制备方法
CN105486767B (zh) * 2015-12-03 2018-03-13 上海应用技术学院 一种达格列净及其α‑异构体的分离方法
CN105541815B (zh) * 2015-12-24 2018-07-13 寿光富康制药有限公司 一种卡格列净的制备方法
WO2021176096A1 (en) 2020-03-05 2021-09-10 Krka, D.D., Novo Mesto Pharmaceutical composition comprising sglt2 inhibitor
CN115867538A (zh) 2020-06-05 2023-03-28 新梅斯托克公司 高纯的无定形达格列净的制备

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011064726A1 (en) 2009-11-24 2011-06-03 South African Medical Research Council Method for the synthesis of aspalathin and analogues thereof

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5872599A (ja) * 1981-10-27 1983-04-30 Kanto Ishi Pharma Co Ltd 複合糖質誘導体
CN101260130A (zh) * 2003-01-03 2008-09-10 布里斯托尔-迈尔斯斯奎布公司 制备c-芳基葡糖苷sglt2抑制剂的方法
AR056195A1 (es) * 2005-09-15 2007-09-26 Boehringer Ingelheim Int Procedimientos para preparar derivados de (etinil-bencil)-benceno sustituidos de glucopiranosilo y compuestos intermedios de los mismos

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011064726A1 (en) 2009-11-24 2011-06-03 South African Medical Research Council Method for the synthesis of aspalathin and analogues thereof

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Carbohydrate Research, Vol. 342, pp. 913-918 (2007.)

Also Published As

Publication number Publication date
BR112014010997A2 (pt) 2017-06-06
IL232418A0 (en) 2014-06-30
IL232418A (en) 2016-10-31
TWI488861B (zh) 2015-06-21
WO2013068850A3 (en) 2013-08-22
WO2013068850A8 (en) 2013-10-10
AU2012335280A1 (en) 2014-05-22
CN103974964A (zh) 2014-08-06
KR20140089427A (ko) 2014-07-14
TW201335175A (zh) 2013-09-01
CN103974964B (zh) 2016-03-23
JP2014532690A (ja) 2014-12-08
EP2776449B1 (en) 2017-08-02
WO2013068850A2 (en) 2013-05-16
JP6144686B2 (ja) 2017-06-07
CA2854591A1 (en) 2013-05-16
EP2776449A2 (en) 2014-09-17
AU2012335280B2 (en) 2016-09-29
EP2776449A4 (en) 2015-10-07
IN2014CN04050A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) 2015-07-10

Similar Documents

Publication Publication Date Title
KR101756772B1 (ko) β-C-아릴 글루코사이드의 제조 방법
JP4834080B2 (ja) グルコピラノシル置換ベンジル−ベンゼン誘導体の調製方法及びこれらの方法における中間体
CA2775962C (en) Processes for preparing of glucopyranosyl-substituted benzyl-benzene derivatives
JP6105489B2 (ja) アリールグルコシド化合物、その調製方法及び使用
US8952139B2 (en) Process for the preparation of β-C-aryl glucosides
EP3148979B1 (en) Process for preparation of canagliflozin
CN107163092A (zh) Sglt‑2糖尿病抑制剂及其中间体的制备方法
BR112014025105B1 (pt) Processo para a preparação de inibidores de co-transportador de glicose dependente de benzilbenzeno sódico 2 (sglt2)
EP2975022A1 (en) Novel hydroxamic acid derivative or salt thereof
CN104529970A (zh) 制备达格列净的方法
CN101475615B (zh) 氨基酸糖类化合物及其用途
Dhavale et al. A new route to aminosugars from sugar nitrones: synthesis of 6-deoxynojirimycin
EP4249462A1 (en) Method for producing ketone derivative
Yuren et al. Facile preparation of aryl C-glycosides by nickel-catalyzed reductive coupling of glycosyl halides with aryl halides
CN109553649B (zh) 一种卡格列净中间体的制备方法
CN109111490A (zh) 卤代新戊酰基吡喃葡萄糖及其用于sglt2抑制剂的制备方法
Köver et al. A study of the oxepane synthesis by a 7-endo electrophile-induced cyclization reaction of alkenylsulfides. An approach towards the synthesis of septanosides
CN1724551A (zh) 一种α-熊果苷的制备方法
Delft Synthetic studies towards oligonucleotide derivatives and conjugates
CN117720542A (zh) 一种瑞德西韦中间体gs-441524的制备方法

Legal Events

Date Code Title Description
PA0105 International application

St.27 status event code: A-0-1-A10-A15-nap-PA0105

PG1501 Laying open of application

St.27 status event code: A-1-1-Q10-Q12-nap-PG1501

A201 Request for examination
PA0201 Request for examination

St.27 status event code: A-1-2-D10-D11-exm-PA0201

E902 Notification of reason for refusal
PE0902 Notice of grounds for rejection

St.27 status event code: A-1-2-D10-D21-exm-PE0902

P11-X000 Amendment of application requested

St.27 status event code: A-2-2-P10-P11-nap-X000

P13-X000 Application amended

St.27 status event code: A-2-2-P10-P13-nap-X000

E701 Decision to grant or registration of patent right
PE0701 Decision of registration

St.27 status event code: A-1-2-D10-D22-exm-PE0701

GRNT Written decision to grant
PR0701 Registration of establishment

St.27 status event code: A-2-4-F10-F11-exm-PR0701

PR1002 Payment of registration fee

St.27 status event code: A-2-2-U10-U12-oth-PR1002

Fee payment year number: 1

PG1601 Publication of registration

St.27 status event code: A-4-4-Q10-Q13-nap-PG1601

R17-X000 Change to representative recorded

St.27 status event code: A-5-5-R10-R17-oth-X000

PC1903 Unpaid annual fee

St.27 status event code: A-4-4-U10-U13-oth-PC1903

Not in force date: 20200706

Payment event data comment text: Termination Category : DEFAULT_OF_REGISTRATION_FEE

PC1903 Unpaid annual fee

St.27 status event code: N-4-6-H10-H13-oth-PC1903

Ip right cessation event data comment text: Termination Category : DEFAULT_OF_REGISTRATION_FEE

Not in force date: 20200706