CN101460448B - 羰基不对称烷基化 - Google Patents

羰基不对称烷基化 Download PDF

Info

Publication number
CN101460448B
CN101460448B CN2007800029031A CN200780002903A CN101460448B CN 101460448 B CN101460448 B CN 101460448B CN 2007800029031 A CN2007800029031 A CN 2007800029031A CN 200780002903 A CN200780002903 A CN 200780002903A CN 101460448 B CN101460448 B CN 101460448B
Authority
CN
China
Prior art keywords
group
compound
formula
alkyl
boronic acid
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
CN2007800029031A
Other languages
English (en)
Chinese (zh)
Other versions
CN101460448A (zh
Inventor
M·阿尔贝特
H·斯图尔姆
A·贝格尔
P·克雷明格
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.)
Sandoz AG
Original Assignee
Sandoz AG
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 Sandoz AG filed Critical Sandoz AG
Publication of CN101460448A publication Critical patent/CN101460448A/zh
Application granted granted Critical
Publication of CN101460448B publication Critical patent/CN101460448B/zh
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/24—Preparation of compounds containing amino groups bound to a carbon skeleton by reductive alkylation of ammonia, amines or compounds having groups reducible to amino groups, with carbonyl compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C255/56—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and doubly-bound oxygen atoms bound to the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C215/22—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated
    • C07C215/28—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings
    • C07C215/30—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings containing hydroxy groups and carbon atoms of six-membered aromatic rings bound to the same carbon atom of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C215/22—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated
    • C07C215/28—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings
    • C07C215/30—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings containing hydroxy groups and carbon atoms of six-membered aromatic rings bound to the same carbon atom of the carbon skeleton
    • C07C215/32—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings containing hydroxy groups and carbon atoms of six-membered aromatic rings bound to the same carbon atom of the carbon skeleton containing hydroxy groups and carbon atoms of two six-membered aromatic rings bound to the same carbon atom of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C255/53—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and hydroxy groups bound to the carbon skeleton
    • 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
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/87—Benzo [c] furans; Hydrogenated benzo [c] furans

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
CN2007800029031A 2006-01-23 2007-01-22 羰基不对称烷基化 Expired - Fee Related CN101460448B (zh)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB0601286.8 2006-01-23
GBGB0601286.8A GB0601286D0 (en) 2006-01-23 2006-01-23 Asymmetric synthesis
PCT/EP2007/000516 WO2007082771A1 (en) 2006-01-23 2007-01-22 Carbonyl asymmetric alkylation

Publications (2)

Publication Number Publication Date
CN101460448A CN101460448A (zh) 2009-06-17
CN101460448B true CN101460448B (zh) 2013-05-15

Family

ID=36010766

Family Applications (1)

Application Number Title Priority Date Filing Date
CN2007800029031A Expired - Fee Related CN101460448B (zh) 2006-01-23 2007-01-22 羰基不对称烷基化

Country Status (19)

Country Link
US (1) US8288569B2 (enExample)
EP (1) EP1966127B1 (enExample)
JP (1) JP5081163B2 (enExample)
KR (1) KR101379154B1 (enExample)
CN (1) CN101460448B (enExample)
AT (1) ATE504558T1 (enExample)
AU (1) AU2007207103B2 (enExample)
BR (1) BRPI0706735B1 (enExample)
CA (1) CA2636256C (enExample)
DE (1) DE602007013690D1 (enExample)
EA (1) EA016650B1 (enExample)
ES (1) ES2364502T3 (enExample)
GB (1) GB0601286D0 (enExample)
HR (1) HRP20110492T1 (enExample)
IL (1) IL192628A (enExample)
PL (1) PL1966127T3 (enExample)
SI (1) SI1966127T1 (enExample)
TW (1) TWI387577B (enExample)
WO (1) WO2007082771A1 (enExample)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20110130591A1 (en) * 2009-06-03 2011-06-02 Boehringer Ingelheim International Gmbh Steroselective synthesis of certain trifluoromethyl-substituted alcohols
WO2013138413A1 (en) * 2012-03-14 2013-09-19 Merck Sharp & Dohme Corp. Bis-quarternary cinchona alkaloid salts as asymmetric phase transfer catalysts
PT3013801T (pt) * 2013-06-26 2018-11-16 Syngenta Participations Ag Processo para a preparação estereosseletiva de uma pirazol-carboxamida
CN107074750B (zh) * 2014-11-14 2022-03-25 浙江华海药业股份有限公司 一种拆分西酞普兰中间体5-氰二醇的方法
KR20160109083A (ko) 2015-03-09 2016-09-21 엔팩토리주식회사 휴대용 앱세서리를 이용한 공기품질 정보제공 시스템 및 방법
US10111356B2 (en) 2016-03-31 2018-10-23 Oracle International Corporation System for electrical connection of printed circuit boards and backplanes in server enclosure
CN106892837A (zh) * 2017-03-23 2017-06-27 浙江师范大学 4‑[4‑(二甲氨基)‑1‑(4‑氟苯基)‑1‑羟丁基]‑3‑羟甲基苯腈的合成
CN108947869A (zh) * 2017-05-25 2018-12-07 万全万特制药江苏有限公司 一种艾司西酞普兰工艺杂质的制备方法
CN108640855A (zh) * 2018-06-11 2018-10-12 中南林业科技大学 一种依地普仑中间体的合成方法及其中间体
CN108640856B (zh) * 2018-06-11 2021-06-25 淮阴工学院 一种依地普仑中间体的不对称合成方法及其中间体

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1281707A1 (en) * 2001-08-02 2003-02-05 Infosint Sa Process for the preparation of 5-subtituted isobenzofurans
JP2005247710A (ja) * 2004-03-01 2005-09-15 Sumitomo Chemical Co Ltd 光学活性シタロプラムの製造方法、その中間体およびその製造方法

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1526331A (en) 1976-01-14 1978-09-27 Kefalas As Phthalanes
GB8419963D0 (en) 1984-08-06 1984-09-12 Lundbeck & Co As H Intermediate compound and method
GB8814057D0 (en) 1988-06-14 1988-07-20 Lundbeck & Co As H New enantiomers & their isolation
UA62985C2 (en) 1997-11-10 2004-01-15 Lunnbeck As H A method for the preparation of citalopram
GB2360281B (en) 1999-10-25 2002-01-16 Lundbeck & Co As H Method for the preparation of citalopram
NL1017415C1 (nl) 2000-02-24 2001-05-18 Lundbeck & Co As H Werkwijze voor de bereiding van Citalopram.
IES20010157A2 (en) 2000-03-03 2002-03-06 Lundbeck & Co As H Method for the preparation of citalopram
SK14602002A3 (sk) 2000-03-13 2003-02-04 H. Lundbeck A/S Spôsob výroby citalopramu a medziprodukty
AR034759A1 (es) 2001-07-13 2004-03-17 Lundbeck & Co As H Metodo para la preparacion de escitalopram
ATE352546T1 (de) 2001-07-31 2007-02-15 Lundbeck & Co As H Kristalline zusammensetzung enthaltend escitalopram
AR040970A1 (es) 2002-08-12 2005-04-27 Lundbeck & Co As H Metodo para la separacion de intermediarios que pueden ser utilizados para la preparacion de escitalopram
WO2005066185A1 (en) 2004-01-12 2005-07-21 Jubilant Organosys Limited Process for preparing 5-substituted -1-(4-fluorophenyl) -1,3-dihydroisobenzofurans

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1281707A1 (en) * 2001-08-02 2003-02-05 Infosint Sa Process for the preparation of 5-subtituted isobenzofurans
JP2005247710A (ja) * 2004-03-01 2005-09-15 Sumitomo Chemical Co Ltd 光学活性シタロプラムの製造方法、その中間体およびその製造方法

Also Published As

Publication number Publication date
ATE504558T1 (de) 2011-04-15
SI1966127T1 (sl) 2011-08-31
KR101379154B1 (ko) 2014-04-11
IL192628A (en) 2013-04-30
GB0601286D0 (en) 2006-03-01
CA2636256C (en) 2014-04-29
US8288569B2 (en) 2012-10-16
HRP20110492T1 (hr) 2011-07-31
CA2636256A1 (en) 2007-07-26
DE602007013690D1 (de) 2011-05-19
WO2007082771A1 (en) 2007-07-26
AU2007207103A1 (en) 2007-07-26
EP1966127B1 (en) 2011-04-06
TW200800858A (en) 2008-01-01
PL1966127T3 (pl) 2011-10-31
IL192628A0 (en) 2009-02-11
TWI387577B (zh) 2013-03-01
EA200801673A1 (ru) 2009-02-27
US20110009648A1 (en) 2011-01-13
BRPI0706735A2 (pt) 2011-04-05
EA016650B1 (ru) 2012-06-29
KR20080090444A (ko) 2008-10-08
EP1966127A1 (en) 2008-09-10
BRPI0706735B1 (pt) 2016-11-22
AU2007207103B2 (en) 2011-01-06
JP5081163B2 (ja) 2012-11-21
JP2009523749A (ja) 2009-06-25
ES2364502T3 (es) 2011-09-05
CN101460448A (zh) 2009-06-17

Similar Documents

Publication Publication Date Title
AU2007207103B2 (en) Carbonyl asymmetric alkylation
JP4502293B2 (ja) 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
JP2009523749A5 (enExample)
JP2022553230A (ja) ジアステレオマー酒石酸エステルによるラセミ体の分割により２－シアノエチル（４ｓ）－４－（４－シアノ－２－メトキシフェニル）－５－エトキシ－２，８－ジメチル－１，４－ジヒドロ－１，６－ナフチリジン－３－カルボキシレートを調製する方法
JPH04226948A (ja) １−アリール−３−アミノプロパン−１−オール類のキラル合成
WO2011042827A1 (en) Process for the manufacture of enantiomerically pure antifungal azoles as ravuconazole and isavuconazole
HK1049331A1 (en) Optically active quaternary ammonium salt with axial asymmetry, its preparation method, and application of asymmetric synthesis of α amino acid derivatives
TW200300085A (en) Process for producing optically active oxoheptenoic acid ester
JP2009542624A (ja) スルホキシド化合物の光学的に純粋な又は光学的に富化されたエナンチオマーの調製方法
CN113072486B (zh) 氨基醇-硼-联萘酚配合物及利用该配合物的光学活性氨基醇衍生物的制备方法
CN111499660A (zh) 一种手性磺酰胺脯氨酸类双官能催化剂及其制备方法和应用
WO2018212216A1 (ja) 光学活性体の製造方法、光学活性体、キラル分子の製造方法およびキラル分子
JP4461048B2 (ja) エナンチオ選択的合成
KR20030039371A (ko) 키랄 화합물의 제조방법
CN114736134B (zh) 一种(R)-β-羟基芳基丙酰胺类衍生物及制备方法
CN101296918A (zh) 制备度洛西汀的方法
JP2004352708A (ja) γ−ニトロカルボニル化合物の製造方法
KR100878363B1 (ko) 잔토리졸의 신규 합성방법
JP4406530B2 (ja) 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
JPH07103098B2 (ja) １‐置換（ｓ）‐および（ｒ）‐２‐アミノメチルピロリジン類の有効な立体保存的合成およびその中間体
JP3010756B2 (ja) 光学活性アルコールの製造方法
MX2008009383A (en) Carbonyl asymmetric alkylation
JP2000072727A (ja) 光学活性α−置換−β−アミノケトン誘導体の製造方法
JP3988528B2 (ja) 光学活性５−ヒドロキシ−３−ケトエステルの製造方法
JP5106562B2 (ja) 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

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
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: 20130515

Termination date: 20210122