CN101146812B - 光学活性铵盐化合物、其制造中间体和制造方法 - Google Patents

光学活性铵盐化合物、其制造中间体和制造方法 Download PDF

Info

Publication number
CN101146812B
CN101146812B CN200680006577.7A CN200680006577A CN101146812B CN 101146812 B CN101146812 B CN 101146812B CN 200680006577 A CN200680006577 A CN 200680006577A CN 101146812 B CN101146812 B CN 101146812B
Authority
CN
China
Prior art keywords
formula
ring
straight chain
branch
optically active
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
CN200680006577.7A
Other languages
English (en)
Chinese (zh)
Other versions
CN101146812A (zh
Inventor
丸冈启二
久保田靖
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.)
Nippon Soda Co Ltd
Original Assignee
Nippon Soda Co Ltd
Kyoto University NUC
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 Nippon Soda Co Ltd, Kyoto University NUC filed Critical Nippon Soda Co Ltd
Publication of CN101146812A publication Critical patent/CN101146812A/zh
Application granted granted Critical
Publication of CN101146812B publication Critical patent/CN101146812B/zh
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0234Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
    • B01J31/0271Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds also containing elements or functional groups covered by B01J31/0201 - B01J31/0231
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B53/00Asymmetric syntheses
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C22/00Cyclic compounds containing halogen atoms bound to an acyclic carbon atom
    • C07C22/02Cyclic compounds containing halogen atoms bound to an acyclic carbon atom having unsaturation in the rings
    • C07C22/04Cyclic compounds containing halogen atoms bound to an acyclic carbon atom having unsaturation in the rings containing six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C25/00Compounds containing at least one halogen atom bound to a six-membered aromatic ring
    • C07C25/18Polycyclic aromatic halogenated hydrocarbons
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C33/00Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C33/40Halogenated unsaturated alcohols
    • C07C33/46Halogenated unsaturated alcohols containing only six-membered aromatic rings as cyclic parts
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00Ethers; Compounds having groups, groups or groups
    • C07C43/02Ethers
    • C07C43/20Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
    • C07C43/225Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing halogen
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D223/00Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
    • C07D223/14Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D223/18Dibenzazepines; Hydrogenated dibenzazepines
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/10Spiro-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07Optical isomers

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Catalysts (AREA)
CN200680006577.7A 2005-03-03 2006-03-03 光学活性铵盐化合物、其制造中间体和制造方法 Expired - Fee Related CN101146812B (zh)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
JP2005059694 2005-03-03
JP059694/2005 2005-03-03
JP2005192757 2005-06-30
JP192757/2005 2005-06-30
PCT/JP2006/304091 WO2006093269A1 (ja) 2005-03-03 2006-03-03 光学活性アンモニウム塩化合物、その製造中間体および製造方法

Publications (2)

Publication Number Publication Date
CN101146812A CN101146812A (zh) 2008-03-19
CN101146812B true CN101146812B (zh) 2013-10-16

Family

ID=36941299

Family Applications (1)

Application Number Title Priority Date Filing Date
CN200680006577.7A Expired - Fee Related CN101146812B (zh) 2005-03-03 2006-03-03 光学活性铵盐化合物、其制造中间体和制造方法

Country Status (6)

Country Link
US (2) US8367820B2 (enExample)
EP (1) EP1854796B1 (enExample)
JP (2) JP5296375B2 (enExample)
CN (1) CN101146812B (enExample)
IN (1) IN2015KN00276A (enExample)
WO (1) WO2006093269A1 (enExample)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1712549B1 (en) 2004-01-30 2018-04-11 Nagase & Company, Ltd. Optically active quaternary ammonium salt having axial asymmetry and process for producing alpha-amino acid and derivative thereof with the same
JP5008553B2 (ja) * 2005-03-29 2012-08-22 長瀬産業株式会社 軸不斉を有する光学活性な4級アンモニウム塩およびそれを用いたα−アミノ酸およびその誘導体の製造方法
JP4879896B2 (ja) 2005-07-29 2012-02-22 長瀬産業株式会社 アルジミンまたはその誘導体を用いる一置換アルキル化化合物の製造方法
US8110680B2 (en) 2006-09-28 2012-02-07 Nagase & Co., Ltd. Optically active quaternary ammonium salt having axial asymmetry, and method for producing alpha-amino acid and derivative thereof by using the same
JP2009235393A (ja) * 2008-03-04 2009-10-15 Nippon Soda Co Ltd 光学活性4級アンモニウム担持ポリマーとその製造方法ならびに光学活性アミノ酸類の製造方法
JP5673169B2 (ja) * 2011-02-08 2015-02-18 住友化学株式会社 4級アンモニウム塩及びそれを用いたシクロプロパン化合物の製造方法
JP5829529B2 (ja) * 2011-08-29 2015-12-09 日本曹達株式会社 光学活性4級アンモニウム塩、および光学活性化合物の製造方法
US8899533B2 (en) 2013-01-16 2014-12-02 Honda Motor Co., Ltd. Vehicle hydraulic brake hose assembly
WO2017111176A1 (ja) * 2015-12-25 2017-06-29 東洋合成工業株式会社 化合物及び有機材料の製造方法

Family Cites Families (28)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0627128B2 (ja) 1985-05-07 1994-04-13 ダイセル化学工業株式会社 軸不斉を有する光学活性な重合用触媒
JPH0681768B2 (ja) 1985-08-05 1994-10-19 ダイセル化学工業株式会社 光学活性な有機重合体の製造方法
AU3441193A (en) 1992-04-14 1993-11-18 Sphinx Pharmaceuticals Corporation Polyhydroxylated dibenz (C,E) azepines as protein kinase C inhibitors
US5332846A (en) * 1993-06-01 1994-07-26 Eastman Kodak Company Hydroformylation process using novel phosphine-rhodium catalyst system
ATE178040T1 (de) 1994-03-23 1999-04-15 Hoechst Ag Verfahren zur herstellung von 2,2'- bis(halogenmethyl)-1,1'-binaphthyl
GB9516309D0 (en) 1995-08-09 1995-10-11 Univ Sheffield Novel compounds and process
US6281390B1 (en) 1998-11-19 2001-08-28 Solvias Ag Chiral diphenyldiphosphines and d-8 metal complexes thereof
JP4502293B2 (ja) 1999-06-04 2010-07-14 長瀬産業株式会社 軸不斉を有する光学活性な4級アンモニウム塩、その製法およびα−アミノ酸誘導体の不斉合成への応用
US6340753B1 (en) 2000-04-21 2002-01-22 Nagase & Co., Ltd. Optically active quarternary ammonium salt with axial chirality, method for producing thereof, and application thereof for asymmetric synthesis of α-amino acid
JP2002173492A (ja) * 2000-12-07 2002-06-21 Nagase & Co Ltd 軸不斉を有する光学活性な4級アンモニウム塩とそれを用いたβ−ヒドロキシケトンの立体選択的合成
JP2002326992A (ja) * 2001-05-02 2002-11-15 Nagase & Co Ltd ビナフチル基およびビフェニル基を含むn−スピロ不斉相間移動触媒
JP4782329B2 (ja) 2001-07-02 2011-09-28 長瀬産業株式会社 キラル相間移動触媒およびそれを用いた不斉ペプチドの製造方法
JP4217085B2 (ja) 2002-03-08 2009-01-28 長瀬産業株式会社 軸不斉を有する光学活性な4級アンモニウム塩を相間移動触媒として用いるβ−ヒドロキシアミノ酸誘導体の製造方法
JP2004076459A (ja) * 2002-08-20 2004-03-11 Seven Kogyo Kk 階段の巾木構造
EP1548013A4 (en) * 2002-10-01 2006-07-12 Kaneka Corp PROCESS FOR PRODUCTION OF OPTICALLY ACTIVE ALPHA-SUBSTITUTED CYSTEINE OR SALT THEREOF, INTERMEDIATE THEREFOR AND PROCESS FOR PRODUCTION THEREOF
JP4406530B2 (ja) 2002-10-11 2010-01-27 長瀬産業株式会社 3,3’−置換−2,2’−ビスアルコキシカルボニル−1,1’−ビナフチルとこれを原料とするn−スピロ4級アンモニウム塩の製造方法
JP4360096B2 (ja) 2003-02-07 2009-11-11 東ソー株式会社 光学活性四級アンモニウム塩、その製造方法、及びこれを相間移動触媒として用いた光学活性α−アミノ酸誘導体の製造方法
WO2004076459A1 (ja) 2003-02-27 2004-09-10 Nagase & Co., Ltd. 四級アンモニウムビフルオリド化合物およびそれを用いたニトロアルコールの製造方法
JP2004352708A (ja) 2003-05-02 2004-12-16 Nagase & Co Ltd γ−ニトロカルボニル化合物の製造方法
JP4322051B2 (ja) 2003-06-03 2009-08-26 日本曹達株式会社 光学活性4級アンモニウム塩化合物およびその合成中間体
JP2005015402A (ja) 2003-06-26 2005-01-20 Nagase & Co Ltd 光学活性3,5−ジヒドロ−4H−ジナフト[2,1−c:1’,2’−e]アゼピンおよびそのシュウ酸塩の製造方法
JP4474861B2 (ja) 2003-07-23 2010-06-09 東ソー株式会社 光学活性四級アンモニウム塩、その製造法、並びにそれを用いた光学活性α−アミノ酸誘導体の製造法
WO2005007622A2 (ja) 2003-07-23 2005-01-27 Tosoh Corporation 光学活性四級アンモニウム塩、その製造法、並びにそれを用いた光学活性α−アミノ酸誘導体の製造方法
EP1712549B1 (en) 2004-01-30 2018-04-11 Nagase & Company, Ltd. Optically active quaternary ammonium salt having axial asymmetry and process for producing alpha-amino acid and derivative thereof with the same
JP2005225810A (ja) 2004-02-13 2005-08-25 Nippon Soda Co Ltd 光学活性アンモニウム塩化合物およびその製造中間体
JP2005225809A (ja) 2004-02-13 2005-08-25 Nippon Soda Co Ltd 光学活性4級アンモニウム塩化合物およびそれが触媒する不斉エポキシ化反応
JP4787021B2 (ja) 2004-02-18 2011-10-05 高砂香料工業株式会社 グアニジン化合物及びそれを用いる不斉反応
JP2005263664A (ja) 2004-03-17 2005-09-29 Nagase & Co Ltd 光学活性な3−ニトロアルキルマロン酸エステル誘導体の製造方法

Non-Patent Citations (10)

* Cited by examiner, † Cited by third party
Title
Masaya Ikunaka等.A Scalable Synthesis of (R)-3,5-Dihydro-4H-dinaphth[2,1-c:1'2'-e]azepine.Organic Process Research & Development7 5.2003,7(5),644-648.
Masaya Ikunaka等.A Scalable Synthesis of (R)-3,5-Dihydro-4H-dinaphth[2,1-c:1'2'-e]azepine.Organic Process Research & Development7 5.2003,7(5),644-648. *
Steven L. Colletti等.Asymmetric Synthesis andMetalation of a Binaphthylcyclopentadiene, a C2-SymmetricChiral Cyclopentadiene.Organometallics10 10.1991,10(10),3438-3448. *
StevenL.Colletti等.AsymmetricSynthesisandMetalationofaBinaphthylcyclopentadiene a C2-SymmetricChiral Cyclopentadiene.Organometallics10 10.1991
Takashi Ooi, et al..Conformationally Flexible, Chiral QuaternaryAmmoniumBromides for Asymmetric Phase-Transfer Catalysis.《Angew. Chem. Int. Ed.》.2002,第41卷(第9期),1551-1554. *
Takashi Ooi等.Design of New Chiral Phase-Transfer Catalysts with DualFunctions for Highly Enantioselective Epoxidation ofα,β-Unsaturated Ketones.J.Am.Chem.Soc126 22.2004,126(22),6844-6845.
Takashi Ooi等.Design of New Chiral Phase-Transfer Catalysts with DualFunctions for Highly Enantioselective Epoxidation ofα,β-Unsaturated Ketones.J.Am.Chem.Soc126 22.2004,126(22),6844-6845. *
TakashiOoi et al..Conformationally Flexible
说明书第[0009]-[0012]段、第[0131]-[0132]段.
说明书第14-15页化合物9,12.

Also Published As

Publication number Publication date
JP2012153691A (ja) 2012-08-16
US20130131337A1 (en) 2013-05-23
IN2015KN00276A (enExample) 2015-06-12
EP1854796A1 (en) 2007-11-14
US8367820B2 (en) 2013-02-05
CN101146812A (zh) 2008-03-19
US20100041881A1 (en) 2010-02-18
EP1854796A4 (en) 2010-08-18
EP1854796B1 (en) 2016-05-04
US8962898B2 (en) 2015-02-24
JP5379873B2 (ja) 2013-12-25
JP5296375B2 (ja) 2013-09-25
WO2006093269A1 (ja) 2006-09-08
JPWO2006093269A1 (ja) 2008-08-07

Similar Documents

Publication Publication Date Title
US8962898B2 (en) Optically active ammonium salt compound, production intermediate thereof, and production method thereof
TWI685486B (zh) 製備pde4抑制劑之方法
CN101993407B (zh) 用于制备西洛多辛的吲哚啉化合物及其制备方法
CN115279777A (zh) 用于过渡金属催化的n-杂环碳烯的配合物
CN103113308A (zh) 一种制备二氢嘧啶酮衍生物的方法
KR101342326B1 (ko) 광학 활성 디벤조아제핀 유도체
CN106045897A (zh) 一种具有光学活性的3,α‑二氨基氧化吲哚类化合物的制备方法
CN101466718A (zh) C2-对称的只具有面手性的二茂钌双膦配体及其合成方法
RU2330020C2 (ru) НОВЫЕ ПРОИЗВОДНЫЕ АМИНОПИРИДИНА В КАЧЕСТВЕ АНТАГОНИСТОВ mGIuR5
CN105272921A (zh) 一种制备Ceritinib的方法及其中间体化合物
WO2015085827A1 (zh) 一种西洛多辛及其中间体的制备方法
CN107382867B (zh) 4-异硫氰酸酯基吡唑啉酮类化合物
JP2007230963A (ja) 2,4−ジ置換ピリジンの製造法
CN101707952B (zh) 一种制备利伐斯的明的方法及其中间体
CN101497631A (zh) 噁唑啉膦配体及其制备方法
CN107176957B (zh) 手性吡唑啉酮螺[乙烯硫脲]螺羟吲哚类化合物及其衍生物
CN110981844A (zh) 一种亚砜类黄酮和砜类黄酮的制备方法
JP2007238540A (ja) 光学活性アルコール化合物の製法
CN114181182B (zh) 一种多取代的4h-吡喃类化合物的合成方法
CN103467227B (zh) 一种制备手性哌啶酮的方法
CN102863341A (zh) 一种(1r,2s)-2-芳基环丙胺衍生物的化学合成方法
CN109053455A (zh) 一种α-硝基-α-芳基酮类化合物的合成方法
JP5208928B2 (ja) C2−対称の面性キラリティーだけをもつルテノセンビスホスフィン配位子及びその合成方法
TW202513570A (zh) 環狀醯基亞碸亞胺的合成
CN105985328B (zh) 多沙唑嗪的合成方法

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
ASS Succession or assignment of patent right

Owner name: TSO TAT CO., LTD., JAPAN

Free format text: FORMER OWNER: NATIONAL UNIVERSITY CORPORATION KYOTO UNIVERSITY; APPLICANT

Effective date: 20080516

C41 Transfer of patent application or patent right or utility model
TA01 Transfer of patent application right

Effective date of registration: 20080516

Address after: Tokyo, Japan, Japan

Applicant after: Nippon Soda Co., Ltd.

Address before: Kyoto Japan

Applicant before: Kyoto University, National University

Co-applicant before: Nippon Soda Co., Ltd.

C14 Grant of patent or utility model
GR01 Patent grant
CF01 Termination of patent right due to non-payment of annual fee
CF01 Termination of patent right due to non-payment of annual fee

Granted publication date: 20131016

Termination date: 20190303