WO2009063804A1 - N-カルバモイル-tert-ロイシンの製造法 - Google Patents

N-カルバモイル-tert-ロイシンの製造法 Download PDF

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Publication number
WO2009063804A1
WO2009063804A1 PCT/JP2008/070300 JP2008070300W WO2009063804A1 WO 2009063804 A1 WO2009063804 A1 WO 2009063804A1 JP 2008070300 W JP2008070300 W JP 2008070300W WO 2009063804 A1 WO2009063804 A1 WO 2009063804A1
Authority
WO
WIPO (PCT)
Prior art keywords
leucine
tert
carbamoyl
production
compound
Prior art date
Application number
PCT/JP2008/070300
Other languages
English (en)
French (fr)
Inventor
Hiroaki Kawasaki
Katsuji Maehara
Tadashi Moroshima
Original Assignee
Kaneka Corporation
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 Kaneka Corporation filed Critical Kaneka Corporation
Priority to JP2009541113A priority Critical patent/JP5647790B2/ja
Priority to US12/734,661 priority patent/US8183408B2/en
Priority to EP08848907A priority patent/EP2221294A4/en
Publication of WO2009063804A1 publication Critical patent/WO2009063804A1/ja

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C273/00Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C273/18Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas
    • C07C273/1809Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas with formation of the N-C(O)-N moiety
    • C07C273/1818Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas with formation of the N-C(O)-N moiety from -N=C=O and XNR'R"
    • C07C273/1827X being H

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Peptides Or Proteins (AREA)

Abstract

 本願発明は、tert-ロイシンと、tert-ロイシンに対して0.9倍モル以上1.1倍モル以下のイソシアン酸化合物とを、pHを8.0以上13.5以下に維持しつつ混合することを特徴とする、N-カルバモイル-tert-ロイシンの製造方法に関する。これにより、ジペプチド様の化合物や尿素型化合物の副生を抑えつつ、N-カルバモイル-tert-ロイシンを簡便かつ効率良く製造することが可能である。
PCT/JP2008/070300 2007-11-16 2008-11-07 N-カルバモイル-tert-ロイシンの製造法 WO2009063804A1 (ja)

Priority Applications (3)

Application Number Priority Date Filing Date Title
JP2009541113A JP5647790B2 (ja) 2007-11-16 2008-11-07 N−カルバモイル−tert−ロイシンの製造法
US12/734,661 US8183408B2 (en) 2007-11-16 2008-11-07 Process for production of N-carbamoyl-tert-leucine
EP08848907A EP2221294A4 (en) 2007-11-16 2008-11-07 PROCESS FOR PREPARING N-CARBAMOYL-TERT.-LEUCIN

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2007298435 2007-11-16
JP2007-298435 2007-11-16

Publications (1)

Publication Number Publication Date
WO2009063804A1 true WO2009063804A1 (ja) 2009-05-22

Family

ID=40638655

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2008/070300 WO2009063804A1 (ja) 2007-11-16 2008-11-07 N-カルバモイル-tert-ロイシンの製造法

Country Status (4)

Country Link
US (1) US8183408B2 (ja)
EP (1) EP2221294A4 (ja)
JP (1) JP5647790B2 (ja)
WO (1) WO2009063804A1 (ja)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2007332050A (ja) * 2006-06-13 2007-12-27 Mitsubishi Gas Chem Co Inc 光学活性N−tert−ブチルカルバモイル−L−tert−ロイシンの製造方法

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9080192B2 (en) 2010-02-10 2015-07-14 Codexis, Inc. Processes using amino acid dehydrogenases and ketoreductase-based cofactor regenerating system
WO2013190509A2 (en) * 2012-06-22 2013-12-27 Dr.Reddys Laboratories Limited Preparation of intermediates of boceprevir
CN102942506B (zh) * 2012-11-16 2015-04-22 长沙道勤生物科技有限公司 一种饲料添加剂n-氨甲酰谷氨酸螯合锌的制备方法

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60155968A (ja) 1984-01-25 1985-08-16 Sumitomo Chem Co Ltd クロマトグラフ充填剤およびそれを用いる鏡像体混合物の分析法
JPH09504304A (ja) 1993-11-01 1997-04-28 カイロサイエンス・リミテッド エナンチオ形態のtert−ロイシンおよびその類似体の製造方法、およびその中間体
JPH1072419A (ja) 1996-06-28 1998-03-17 Sumitomo Chem Co Ltd tert−ロイシンの製造方法
JP2006528133A (ja) 2003-06-17 2006-12-14 シェーリング コーポレイション (1r,2s,5s)−3−アザビシクロ[3,1,0]ヘキサン−2−カルボキサミド,n−[3−アミノ−1−(シクロブチルメチル)−2,3−ジオキソプロピル]]−3−[(2s)−2−[[[1,1−ジメチルエチル]アミノ]カルボニルアミノ]−3,3−ジメチル−1−オキソブチル]−6,6−ジメチルの調製のためのプロセスおよび中間体
JP2007332050A (ja) * 2006-06-13 2007-12-27 Mitsubishi Gas Chem Co Inc 光学活性N−tert−ブチルカルバモイル−L−tert−ロイシンの製造方法

Family Cites Families (9)

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Publication number Priority date Publication date Assignee Title
JPS5414938A (en) * 1977-07-05 1979-02-03 Kumiai Chem Ind Co Ltd N'-(3-chloro-4-fluorophenyl)-n, n-dimethylurea and herbicides containing it
FR2533210A1 (fr) * 1982-09-17 1984-03-23 Lyon I Universite Claude Edulcorants de synthese
AT396363B (de) * 1991-01-18 1993-08-25 Chemie Linz Gmbh Verfahren zur herstellung n-mono- oder n,n-disubstituierter harnstoffe
JPH0386844A (ja) * 1989-08-30 1991-04-11 Jiyuuka Bunseki Center:Kk アレスリン光学異性体混合物の光学分割
JP3806970B2 (ja) * 1995-05-16 2006-08-09 東レ株式会社 スーパー抗原除去用あるいは解毒用の材料
PT844236E (pt) * 1995-08-07 2002-01-30 Shionogi & Co Processo para a producao de derivados carbamoilmetilureia
JP3904349B2 (ja) * 1999-08-05 2007-04-11 三井化学株式会社 揺変性付与剤およびその製造方法
WO2007018941A2 (en) * 2005-07-26 2007-02-15 Smithkline Beecham Corporation Pyrimidyl-thiophene derivatives
US7888464B2 (en) 2006-11-16 2011-02-15 Bristol-Myers Squibb Company Hepatitis C virus inhibitors

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60155968A (ja) 1984-01-25 1985-08-16 Sumitomo Chem Co Ltd クロマトグラフ充填剤およびそれを用いる鏡像体混合物の分析法
JPH09504304A (ja) 1993-11-01 1997-04-28 カイロサイエンス・リミテッド エナンチオ形態のtert−ロイシンおよびその類似体の製造方法、およびその中間体
JPH1072419A (ja) 1996-06-28 1998-03-17 Sumitomo Chem Co Ltd tert−ロイシンの製造方法
JP2006528133A (ja) 2003-06-17 2006-12-14 シェーリング コーポレイション (1r,2s,5s)−3−アザビシクロ[3,1,0]ヘキサン−2−カルボキサミド,n−[3−アミノ−1−(シクロブチルメチル)−2,3−ジオキソプロピル]]−3−[(2s)−2−[[[1,1−ジメチルエチル]アミノ]カルボニルアミノ]−3,3−ジメチル−1−オキソブチル]−6,6−ジメチルの調製のためのプロセスおよび中間体
JP2007332050A (ja) * 2006-06-13 2007-12-27 Mitsubishi Gas Chem Co Inc 光学活性N−tert−ブチルカルバモイル−L−tert−ロイシンの製造方法

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
See also references of EP2221294A1
VIRET, J. ET AL., TETRAHEDRON, vol. 43, no. 5, 1987, pages 891 - 894, XP008136595 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2007332050A (ja) * 2006-06-13 2007-12-27 Mitsubishi Gas Chem Co Inc 光学活性N−tert−ブチルカルバモイル−L−tert−ロイシンの製造方法

Also Published As

Publication number Publication date
JPWO2009063804A1 (ja) 2011-03-31
EP2221294A4 (en) 2012-03-07
US8183408B2 (en) 2012-05-22
EP2221294A1 (en) 2010-08-25
JP5647790B2 (ja) 2015-01-07
US20100256416A1 (en) 2010-10-07

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