[go: up one dir, main page]

WO2003050062A3 - Production d'acides $g(a)-amines et d'acides $g(a)-amines n-sulfonyles chiralement purs - Google Patents

Production d'acides $g(a)-amines et d'acides $g(a)-amines n-sulfonyles chiralement purs Download PDF

Info

Publication number
WO2003050062A3
WO2003050062A3 PCT/US2002/038117 US0238117W WO03050062A3 WO 2003050062 A3 WO2003050062 A3 WO 2003050062A3 US 0238117 W US0238117 W US 0238117W WO 03050062 A3 WO03050062 A3 WO 03050062A3
Authority
WO
WIPO (PCT)
Prior art keywords
amino acids
sulfonyl
chirally pure
salt
product
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.)
Ceased
Application number
PCT/US2002/038117
Other languages
English (en)
Other versions
WO2003050062A2 (fr
Inventor
Lynn Resnick
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.)
Wyeth LLC
Original Assignee
Wyeth LLC
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=46204648&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=WO2003050062(A3) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Priority claimed from US10/014,304 external-priority patent/US6610734B2/en
Priority claimed from US10/166,896 external-priority patent/US6657070B2/en
Priority to MXPA04005366A priority Critical patent/MXPA04005366A/es
Priority to CA002470111A priority patent/CA2470111A1/fr
Priority to EP02786817A priority patent/EP1461332A4/fr
Priority to IL16220602A priority patent/IL162206A0/xx
Application filed by Wyeth LLC filed Critical Wyeth LLC
Priority to JP2003551090A priority patent/JP4615861B2/ja
Priority to AU2002351170A priority patent/AU2002351170B8/en
Publication of WO2003050062A2 publication Critical patent/WO2003050062A2/fr
Publication of WO2003050062A3 publication Critical patent/WO2003050062A3/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • 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
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three 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
    • C07D307/64—Sulfur atoms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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
    • C07D333/30—Hetero atoms other than halogen
    • C07D333/34—Sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12—Heterocyclic 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 chain containing hetero atoms as chain links

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Neurosurgery (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Hospice & Palliative Care (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Psychiatry (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

L'invention concerne des procédés de production d'acides α-aminés et d'acides α-aminés N-sulfonylés chiralement purs. Un aldéhyde et un sel de cyanure sont mis en réaction avec une α-méthylbenzylamine afin d'obtenir un produit. Le produit est mis à réagir avec un acide fort, puis neutralisé et extrait. Le produit résultant est ensuite hydrogéné et hydrolysé afin d'obtenir un produit qui est dissout dans un acide fort pour donner un sel d'un acide α-aminé chiralement pur, duquel, après réaction, on tire l'acide α-aminé chiralement pur. Un autre procédé consiste à mélanger un hémihydrate d'éphédrine et de la N-sulfonyl α-éthylnorvaline dans de l'éthanol dans un rapport équimolaire, à chauffer le mélange afin de solubiliser les solides, à refroidir de façon à favoriser la formation d'un précipité, à laver avec un solvant organique afin d'obtenir un sel de diastéréoisomères, à recristalliser le sel dans un solvant organique et un acide fort aqueux, à séparer les couches, à laver l'extrait organique, à sécher et à concentrer afin d'obtenir un acide α-aminé N-sulfonylé chiralement pur.
PCT/US2002/038117 2001-12-11 2002-11-26 Production d'acides $g(a)-amines et d'acides $g(a)-amines n-sulfonyles chiralement purs Ceased WO2003050062A2 (fr)

Priority Applications (6)

Application Number Priority Date Filing Date Title
AU2002351170A AU2002351170B8 (en) 2001-12-11 2002-11-26 Production of chirally pure alpha-amino acids and N-sulfonyl alpha-amino acids
JP2003551090A JP4615861B2 (ja) 2001-12-11 2002-11-26 キラル的に純粋なα−アミノ酸およびＮ−スルホニルα−アミノ酸の生産
MXPA04005366A MXPA04005366A (es) 2001-12-11 2002-11-26 Produccion de alfa-aminoacidos de n-sulfonilo y alfa-aminoacidos quiralmente puros.
CA002470111A CA2470111A1 (fr) 2001-12-11 2002-11-26 Production d'acides .alpha.-amines et d'acides .alpha.-amines n-sulfonyles chiralement purs
EP02786817A EP1461332A4 (fr) 2001-12-11 2002-11-26 Production d'acides alpha-amines et d'acides alpha-amines n-sulfonyles chiralement purs
IL16220602A IL162206A0 (en) 2001-12-11 2002-11-26 Production of chirally pure-aminoacid and n-sulfo nyl amino acids

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US10/014,304 2001-12-11
US10/014,304 US6610734B2 (en) 2000-12-13 2001-12-11 Heterocyclic sulfonamide inhibitors of beta amyloid production
US10/166,896 2002-06-11
US10/166,896 US6657070B2 (en) 2000-12-13 2002-06-11 Production of chirally pure α-amino acids and N-sulfonyl α-amino acids

Publications (2)

Publication Number Publication Date
WO2003050062A2 WO2003050062A2 (fr) 2003-06-19
WO2003050062A3 true WO2003050062A3 (fr) 2003-11-20

Family

ID=46204648

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2002/038117 Ceased WO2003050062A2 (fr) 2001-12-11 2002-11-26 Production d'acides $g(a)-amines et d'acides $g(a)-amines n-sulfonyles chiralement purs

Country Status (7)

Country Link
EP (1) EP1461332A4 (fr)
JP (1) JP4615861B2 (fr)
AU (2) AU2002351170B8 (fr)
CA (1) CA2470111A1 (fr)
MX (1) MXPA04005366A (fr)
TW (1) TWI260316B (fr)
WO (1) WO2003050062A2 (fr)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
HUP0303857A3 (en) 2000-12-13 2007-07-30 Wyeth Corp Heterocyclic sulifonamide inhibitors of beta amyloid production
CA2517155A1 (fr) 2003-03-31 2004-10-28 Wyeth Sulfonamides heterocycliques contenant des fluoro-et-trifluoroalkyles, inhibiteurs de la production de beta amyloide, et leurs derives
WO2005073198A1 (fr) 2004-01-16 2005-08-11 Wyeth Inhibiteurs a base de sulfonamides heterocycliques de la production des beta-amyloides contenant un azole
JP2009534385A (ja) 2006-04-21 2009-09-24 ワイス キラル的に純粋なアミノアルコール中間体、それらの誘導体の製造、及びそれらの使用

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6248775B1 (en) * 1992-08-25 2001-06-19 G. D. Searle & Co. α- and β-amino acid hydroxyethylamino sulfonamides useful as retroviral protease inhibitors

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3802981A1 (de) * 1988-02-02 1989-08-10 Basf Ag Verfahren zur reduktion reduzierbarer verbindungen
US5264577A (en) * 1992-04-22 1993-11-23 Warner-Lambert Company Cyclic amino acids and derivatives thereof
CA2140929C (fr) * 1992-08-25 2006-09-12 Michael L. Vazquez Hydroxyethylaminosulfonamides utiles comme inhibiteurs de la protease retrovirale
US6191306B1 (en) * 1999-08-03 2001-02-20 Eastman Chemical Company Process for the preparation of cyclopropylglycine

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6248775B1 (en) * 1992-08-25 2001-06-19 G. D. Searle & Co. α- and β-amino acid hydroxyethylamino sulfonamides useful as retroviral protease inhibitors

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of EP1461332A4 *

Also Published As

Publication number Publication date
AU2002351170B8 (en) 2009-10-08
JP2005511727A (ja) 2005-04-28
AU2002351170B2 (en) 2009-09-24
TW200306292A (en) 2003-11-16
EP1461332A2 (fr) 2004-09-29
WO2003050062A2 (fr) 2003-06-19
AU2009251195A1 (en) 2010-01-21
AU2002351170A1 (en) 2003-06-23
EP1461332A4 (fr) 2009-10-21
JP4615861B2 (ja) 2011-01-19
CA2470111A1 (fr) 2003-06-19
MXPA04005366A (es) 2004-09-27
TWI260316B (en) 2006-08-21

Similar Documents

Publication Publication Date Title
CN101735125B (zh) 用于制备甲硫氨酸的方法
US8680329B2 (en) Process for preparation of α-ketoglutaric acid
CN101735126A (zh) 用于制备甲硫氨酸的方法
JP2010507701A5 (fr)
CN112174883A (zh) 一种能单一选择性识别l-精氨酸的荧光传感器的合成及应用
CN110252395B (zh) 一种用于制备高纯度牛磺酸的催化剂及其应用
WO2003050062A3 (fr) Production d'acides $g(a)-amines et d'acides $g(a)-amines n-sulfonyles chiralement purs
US20120095260A1 (en) Process for preparation of L-Arginine alpha-ketoglutarate 1:1 and 2:1
CN101723773B (zh) 高纯度n-乙酰-dl-氨基酸的制备方法
CN102093149A (zh) 一种促进氰基快速水解制备羧酸类化合物的方法
CN104892731A (zh) 一种缩宫素多肽的合成方法
CN106905262A (zh) 一种制备高纯度4‑羟乙基哌嗪乙磺酸的方法
JP2002524450A5 (fr)
WO2019218445A1 (fr) Procédé de synthèse d'acide acétohydroxamique inhibiteur d'uréase
CN110606811B (zh) 一种l-丝氨酸甲酯盐酸盐的合成方法
CN102399191B (zh) 一种安乃近的合成方法
CN105506015A (zh) 一种l-天门冬氨酸的生产及母液处理回用的方法
AR037776A1 (es) Produccion de alfa-aminoacidos quiralmente puros y n-sulfonil alfa-aminoacidos.
CN103981248A (zh) 一种拆分外消旋亮氨酸的方法
CN111848538A (zh) 一种帕瑞昔布钠杂质的合成方法
CN102718663A (zh) 一种5-氯-1-茚胺的合成方法
JPS6127339B2 (fr)
RU2124497C1 (ru) Способ получения 1-адамантанкарбоновой кислоты
EP1798235A4 (fr) Sel d'addition acide de l'irinotecane
JP2009062392A (ja) 環化法

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A2

Designated state(s): AE AG AL AM AT AU AZ BA BB BG BR BY BZ CA CH CN CO CR CU CZ DE DK DM DZ EC EE ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MA MD MG MK MN MW MX MZ NO NZ OM PH PL PT RO RU SD SE SG SI SK SL TJ TM TN TR TT TZ UA UG UZ VC VN YU ZA ZM ZW

AL Designated countries for regional patents

Kind code of ref document: A2

Designated state(s): GH GM KE LS MW MZ SD SL SZ TZ UG ZM ZW AM AZ BY KG KZ MD RU TJ TM AT BE BG CH CY CZ DE DK EE ES FI FR GB GR IE IT LU MC NL PT SE SK TR BF BJ CF CG CI CM GA GN GQ GW ML MR NE SN TD TG

121 Ep: the epo has been informed by wipo that ep was designated in this application
WWE Wipo information: entry into national phase

Ref document number: 162206

Country of ref document: IL

WWE Wipo information: entry into national phase

Ref document number: PA/a/2004/005366

Country of ref document: MX

WWE Wipo information: entry into national phase

Ref document number: 2002786817

Country of ref document: EP

WWE Wipo information: entry into national phase

Ref document number: 2003551090

Country of ref document: JP

WWE Wipo information: entry into national phase

Ref document number: 2470111

Country of ref document: CA

DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
WWE Wipo information: entry into national phase

Ref document number: 2002351170

Country of ref document: AU

WWP Wipo information: published in national office

Ref document number: 2002786817

Country of ref document: EP