JP6706018B2 - シクロヘキセノン組成物およびその作製のためのプロセス - Google Patents

シクロヘキセノン組成物およびその作製のためのプロセス Download PDF

Info

Publication number
JP6706018B2
JP6706018B2 JP2015558938A JP2015558938A JP6706018B2 JP 6706018 B2 JP6706018 B2 JP 6706018B2 JP 2015558938 A JP2015558938 A JP 2015558938A JP 2015558938 A JP2015558938 A JP 2015558938A JP 6706018 B2 JP6706018 B2 JP 6706018B2
Authority
JP
Japan
Prior art keywords
compound
alkyl
acid
formula
independently
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
JP2015558938A
Other languages
English (en)
Japanese (ja)
Other versions
JP2016513122A5 (enExample
JP2016513122A (ja
Inventor
リュー,シェン−ユン
ウェン,ウ−チェ
チェン,チー−ミン
チェン,シウ−イ
Original Assignee
ゴールデン バイオテクノロジー コーポレーション
ゴールデン バイオテクノロジー コーポレーション
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 ゴールデン バイオテクノロジー コーポレーション, ゴールデン バイオテクノロジー コーポレーション filed Critical ゴールデン バイオテクノロジー コーポレーション
Publication of JP2016513122A publication Critical patent/JP2016513122A/ja
Publication of JP2016513122A5 publication Critical patent/JP2016513122A5/ja
Application granted granted Critical
Publication of JP6706018B2 publication Critical patent/JP6706018B2/ja
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/02—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains containing only carbon and hydrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/20—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by carboxyl groups or halides, anhydrides, or (thio)esters thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/753—Unsaturated compounds containing a keto groups being part of a ring containing ether groups, groups, groups, or groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/04—Heterocyclic compounds containing five-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
    • C07D307/18—Heterocyclic compounds containing five-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
    • C07D307/20—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D307/32—Oxygen atoms
    • C07D307/33—Oxygen atoms in position 2, the oxygen atom being in its keto or unsubstituted enol form
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
JP2015558938A 2013-02-20 2014-02-20 シクロヘキセノン組成物およびその作製のためのプロセス Active JP6706018B2 (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201361767212P 2013-02-20 2013-02-20
US61/767,212 2013-02-20
PCT/US2014/017284 WO2014130618A1 (en) 2013-02-20 2014-02-20 Cyclohexenone compositions and process for making thereof

Related Child Applications (1)

Application Number Title Priority Date Filing Date
JP2019028852A Division JP2019142854A (ja) 2013-02-20 2019-02-20 シクロヘキセノン組成物およびその作製のためのプロセス

Publications (3)

Publication Number Publication Date
JP2016513122A JP2016513122A (ja) 2016-05-12
JP2016513122A5 JP2016513122A5 (enExample) 2017-03-16
JP6706018B2 true JP6706018B2 (ja) 2020-06-03

Family

ID=51391788

Family Applications (2)

Application Number Title Priority Date Filing Date
JP2015558938A Active JP6706018B2 (ja) 2013-02-20 2014-02-20 シクロヘキセノン組成物およびその作製のためのプロセス
JP2019028852A Pending JP2019142854A (ja) 2013-02-20 2019-02-20 シクロヘキセノン組成物およびその作製のためのプロセス

Family Applications After (1)

Application Number Title Priority Date Filing Date
JP2019028852A Pending JP2019142854A (ja) 2013-02-20 2019-02-20 シクロヘキセノン組成物およびその作製のためのプロセス

Country Status (9)

Country Link
US (2) US9365481B2 (enExample)
EP (1) EP2958883B1 (enExample)
JP (2) JP6706018B2 (enExample)
CN (1) CN105263893A (enExample)
CA (1) CA2901581C (enExample)
ES (1) ES2713181T3 (enExample)
HK (1) HK1220174A1 (enExample)
TW (1) TWI612026B (enExample)
WO (1) WO2014130618A1 (enExample)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TWI612026B (zh) * 2013-02-20 2018-01-21 國鼎生物科技股份有限公司 環己烯酮組成物及其製造方法
TW201632491A (zh) * 2014-09-09 2016-09-16 翁慶豐 安卓奎諾爾於治療肥胖的用途及製備安卓奎諾爾的方法
US20160237012A1 (en) * 2015-02-17 2016-08-18 Golden Biotechnology Corporation Anticancer agents and process of making thereof
KR102399856B1 (ko) * 2016-02-17 2022-05-20 골든 바이오테크놀러지 코포레이션 간암 치료용 조성물 및 방법
TW201831436A (zh) * 2017-02-24 2018-09-01 郭盈妤 分離自牛樟芝的化合物及其用途
AU2018247249B2 (en) 2017-12-20 2023-10-19 Golden Biotechnology Corporation Therapeutic compositions for treating pancreatic cancer
US11406605B2 (en) 2017-12-20 2022-08-09 Golden Biotechnology Corporation Therapeutic compositions for treating pancreatic cancer
CN111018686B (zh) * 2019-11-19 2020-09-22 南通大学 6-苄亚基-2-芳基乙炔基环己烯酮衍生物及其制备方法和医药用途
CA3168432A1 (en) 2020-05-08 2021-11-11 Golden Biotechnology Corporation Methods and compositions for treating an rna virus induced disease
WO2025165622A1 (en) * 2024-01-31 2025-08-07 Golden Biotechnology Corporation Therapeutic compositions for treating liver cancer

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TW200829234A (en) * 2007-01-08 2008-07-16 Golden Biotechnology Corp Antrodia camphorata isophorone extract
CN101417934B (zh) * 2007-10-24 2012-04-18 国鼎生物科技股份有限公司 分离自牛樟芝萃取物的化合物
TWI389699B (zh) * 2009-02-13 2013-03-21 高雄醫學大學 用於誘導細胞凋亡之樟芝子實體乙醇萃取物及其製備方法
TW201109013A (en) * 2009-09-09 2011-03-16 Golden Biotechnology Corp Cyclohexenone chemical compounds of Antrodia cinnamomea for suppressing the growth of the Lymphoma tumor cell
TWI394566B (zh) * 2009-09-09 2013-05-01 國鼎生物科技股份有限公司 Used to inhibit the growth of ovarian cancer tumor cells of the cattle camphor cyclohexene ketone compounds
TW201109023A (en) * 2009-09-09 2011-03-16 Golden Biotechnology Corp Cyclohexenone compound of Antrodia cinnomomea that suppresses growth of tumor cell of colorectal cancer
US8309611B2 (en) * 2010-09-20 2012-11-13 Golden Biotechnology Corporation Methods and compositions for treating lung cancer
TWI444189B (zh) * 2011-05-31 2014-07-11 財團法人台灣基督長老教會馬偕紀念社會事業基金會馬偕紀念醫院 羊毛甾醇-8,24-二烯-3β,15α,21-三醇抑制腫瘤細胞生長之用途
CN103796647A (zh) * 2011-06-10 2014-05-14 国鼎生物科技股份有限公司 用于治疗脑癌的方法和组合物
TWI612026B (zh) * 2013-02-20 2018-01-21 國鼎生物科技股份有限公司 環己烯酮組成物及其製造方法

Also Published As

Publication number Publication date
JP2019142854A (ja) 2019-08-29
WO2014130618A1 (en) 2014-08-28
HK1220174A1 (zh) 2017-04-28
CA2901581C (en) 2020-07-14
EP2958883A1 (en) 2015-12-30
EP2958883A4 (en) 2016-08-17
US20160251308A1 (en) 2016-09-01
TWI612026B (zh) 2018-01-21
EP2958883B1 (en) 2019-01-30
US9365481B2 (en) 2016-06-14
TW201500330A (zh) 2015-01-01
US20150018567A1 (en) 2015-01-15
CA2901581A1 (en) 2014-08-28
CN105263893A (zh) 2016-01-20
JP2016513122A (ja) 2016-05-12
ES2713181T3 (es) 2019-05-20

Similar Documents

Publication Publication Date Title
JP2019142854A (ja) シクロヘキセノン組成物およびその作製のためのプロセス
Wagle et al. Studies on lactams. 81. Enantiospecific synthesis and absolute configuration of substituted. beta.-lactams from D-glyceraldehyde acetonide
Bravo et al. New fluorinated chiral synthons
KR101732477B1 (ko) 이성질체 무함유 프로스타글란딘의 제제를 위한 방법 및 중간체
Avenoza et al. Enantioselective synthesis of (S)-and (R)-α-methylserines: application to the synthesis of (S)-and (R)-N-Boc-N, O-isopropylidene-α-methylserinals
Garcia Ruano et al. Highly diastereoselective hydrocyanation of. beta.-keto sulfoxides: synthesis of enantiomerically pure cyanohydrin derivatives
KR101063146B1 (ko) 피타바스타틴 중간체의 제조방법 및 이를 이용한 피타바스타틴 헤미 칼슘염의 제조방법
KR101113163B1 (ko) 스타틴, 특히 아토르바스타틴의 제조에 유용한 중간체화합물 및 그 제조방법
US7786314B2 (en) Processes for preparing bicyclo [3.1.0] hexane derivatives, and intermediates thereto
JP7568644B2 (ja) チオ―ルまたはジスルフィド含有メイタンシノイドエステルおよびその中間体の調製のためのジアステロ選択的方法
US20020002307A1 (en) Process for the selective N-formylation of N-hydroxylamines
JP7421573B2 (ja) エルデカルシトールを調製するための方法および中間体
JP2005126340A (ja) 置換ピリドン類の製造法、その原料化合物及びその製造方法
WO2016133940A1 (en) Anticancer agents and process of making thereof
TWI417289B (zh) 製備具光學活性安卓幸之製程
KR20050012432A (ko) 아토르바스타틴 합성 중간체의 제조방법
BG107145A (bg) Метод за селективно n-формилиране на n-хидроксиламини
Youn Methods and Strategies for Synthesis:(a) New methods for highly functionalized quinolines,(b) Synthetic studies toward Adriatoxin B, and (c) Total synthesis and structure assignment of Nosperin
JP5574480B2 (ja) アミノ基含有アセトン誘導体、及びそれを用いた炭素−炭素結合形成方法
JP4523761B2 (ja) 抗腫瘍活性を有する新規化合物、およびその製造方法
Samame Assignment of Configuration Using Kinetic Resolution Reagents and Total Synthesis of (+)-Fastigiatine
CN109384772A (zh) 匹伐他汀钙中间体的一种非对映异构体及其制备方法
Zhao I. Total synthesis of (±) ovalicin and its analogues. II. Bio-based polymers from vegetable oil. III. New synthetic methods of diacetylene fatty acids

Legal Events

Date Code Title Description
A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20170131

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20170207

A621 Written request for application examination

Free format text: JAPANESE INTERMEDIATE CODE: A621

Effective date: 20170208

A977 Report on retrieval

Free format text: JAPANESE INTERMEDIATE CODE: A971007

Effective date: 20180115

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20180219

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20180517

A02 Decision of refusal

Free format text: JAPANESE INTERMEDIATE CODE: A02

Effective date: 20181023

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20190220

A911 Transfer to examiner for re-examination before appeal (zenchi)

Free format text: JAPANESE INTERMEDIATE CODE: A911

Effective date: 20190422

A912 Re-examination (zenchi) completed and case transferred to appeal board

Free format text: JAPANESE INTERMEDIATE CODE: A912

Effective date: 20190614

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20200226

A61 First payment of annual fees (during grant procedure)

Free format text: JAPANESE INTERMEDIATE CODE: A61

Effective date: 20200512

R150 Certificate of patent or registration of utility model

Ref document number: 6706018

Country of ref document: JP

Free format text: JAPANESE INTERMEDIATE CODE: R150

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250