WO2003018572A1 - 3-(n-alcoxycarbonyl-n-methyl)amino-1-alcoxycarbonyl-oxy-(2-thienyl)propanes et procede de preparation de 3-(n- methylamino)-1-(2-thienyl)-propan-1-ol avec ce compose - Google Patents

3-(n-alcoxycarbonyl-n-methyl)amino-1-alcoxycarbonyl-oxy-(2-thienyl)propanes et procede de preparation de 3-(n- methylamino)-1-(2-thienyl)-propan-1-ol avec ce compose Download PDF

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Publication number
WO2003018572A1
WO2003018572A1 PCT/JP2002/008588 JP0208588W WO03018572A1 WO 2003018572 A1 WO2003018572 A1 WO 2003018572A1 JP 0208588 W JP0208588 W JP 0208588W WO 03018572 A1 WO03018572 A1 WO 03018572A1
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WO
WIPO (PCT)
Prior art keywords
thienyl
alkoxycarbonyl
propan
propanes
methylamino
Prior art date
Application number
PCT/JP2002/008588
Other languages
English (en)
Japanese (ja)
Inventor
Masaya Ikunaka
Jun Matsumoto
Toru Inoue
Original Assignee
Nagase & Co., Ltd.
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 Nagase & Co., Ltd. filed Critical Nagase & Co., Ltd.
Publication of WO2003018572A1 publication Critical patent/WO2003018572A1/fr

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Classifications

    • 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
    • C07D333/06—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 only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
    • C07D333/20—Radicals substituted by singly bound hetero atoms other than halogen by nitrogen atoms

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

L'invention concerne la forme optiquement active de 3-(N-alcoxycarbonyl-N-méthyl)amino-1-alcoxycarbonyloxy-(2-thiényl)propanes, qui sont de nouveaux composés correspondant à la formule générale (I); ils peuvent être préparés par la réaction de la forme optiquement active de3-(N,N-diméthylamino)-1-(2-thiényl)-propan-1-ol avec un ester haloformique en présence d'une base; et l'hydrolyse des composés (I) dans des condition de base donne la forme optiquement active de 3-(N-méthylamino)-1-(2-thiényl)-propan-1-ol: (I) dans laquelle R1 and R2 sont chacun indépendamment un alkyle possédant de 1 à 4 atomes de carbone ou similaire; et * représente un centre asymétrique.
PCT/JP2002/008588 2001-08-27 2002-08-26 3-(n-alcoxycarbonyl-n-methyl)amino-1-alcoxycarbonyl-oxy-(2-thienyl)propanes et procede de preparation de 3-(n- methylamino)-1-(2-thienyl)-propan-1-ol avec ce compose WO2003018572A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2001-256621 2001-08-27
JP2001256621A JP2005053781A (ja) 2001-08-27 2001-08-27 光学活性な３−（ｎ−メチルアミノ）−１−（２−チエニル）−プロパン−１−オールの製造方法

Publications (1)

Publication Number Publication Date
WO2003018572A1 true WO2003018572A1 (fr) 2003-03-06

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2002/008588 WO2003018572A1 (fr) 2001-08-27 2002-08-26 3-(n-alcoxycarbonyl-n-methyl)amino-1-alcoxycarbonyl-oxy-(2-thienyl)propanes et procede de preparation de 3-(n- methylamino)-1-(2-thienyl)-propan-1-ol avec ce compose

Country Status (2)

Country Link
JP (1) JP2005053781A (fr)
WO (1) WO2003018572A1 (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003097632A1 (fr) * 2002-05-20 2003-11-27 Mitsubishi Rayon Co., Ltd. Derives de propanolamine, procede de preparation de 3-n-methylamino-1-(2-thienyl)-1-propanols et procede de preparation de derives de propanolamine
WO2008004191A2 (fr) 2006-07-03 2008-01-10 Ranbaxy Laboratories Limited Procédé de préparation de duloxétine et de ses sels
CN105061393A (zh) * 2015-08-07 2015-11-18 浙江华义医药有限公司 (s)-(-)-3-甲氨基-1-(2-噻吩基)-1-丙醇的合成方法
CN109535123A (zh) * 2018-12-28 2019-03-29 凯瑞斯德生化(苏州)有限公司 一种(s)-3-甲氨基-1-(2-噻吩基)-1-丙醇的制备方法

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0650965A1 (fr) * 1993-10-12 1995-05-03 Eli Lilly And Company Synthèse asymétrique de (S)-(+)-N,N-dimethyl-3-(1-naphtalényloxy)-3-(2-thiènyl)propénamine un produit intermédiaire pour la préparation de duloxetine

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0650965A1 (fr) * 1993-10-12 1995-05-03 Eli Lilly And Company Synthèse asymétrique de (S)-(+)-N,N-dimethyl-3-(1-naphtalényloxy)-3-(2-thiènyl)propénamine un produit intermédiaire pour la préparation de duloxetine

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
LIU H., CHIRALITY, vol. 12, no. 1, 2000, pages 26 - 29, XP009000316 *
WHEELER W.J., J. LABELLED COMP. RADIOPHARM., vol. 36, no. 3, 1995, pages 213 - 223, XP009000253 *

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003097632A1 (fr) * 2002-05-20 2003-11-27 Mitsubishi Rayon Co., Ltd. Derives de propanolamine, procede de preparation de 3-n-methylamino-1-(2-thienyl)-1-propanols et procede de preparation de derives de propanolamine
WO2008004191A2 (fr) 2006-07-03 2008-01-10 Ranbaxy Laboratories Limited Procédé de préparation de duloxétine et de ses sels
CN105061393A (zh) * 2015-08-07 2015-11-18 浙江华义医药有限公司 (s)-(-)-3-甲氨基-1-(2-噻吩基)-1-丙醇的合成方法
CN109535123A (zh) * 2018-12-28 2019-03-29 凯瑞斯德生化(苏州)有限公司 一种(s)-3-甲氨基-1-(2-噻吩基)-1-丙醇的制备方法

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