WO2006064340A3 - Process for the preparation of n-acyl beta-aminoaldehydes - Google Patents

Process for the preparation of n-acyl beta-aminoaldehydes Download PDF

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Publication number
WO2006064340A3
WO2006064340A3 PCT/IB2005/003759 IB2005003759W WO2006064340A3 WO 2006064340 A3 WO2006064340 A3 WO 2006064340A3 IB 2005003759 W IB2005003759 W IB 2005003759W WO 2006064340 A3 WO2006064340 A3 WO 2006064340A3
Authority
WO
WIPO (PCT)
Prior art keywords
aminoaldehydes
preparation
acyl
acyl beta
beta
Prior art date
Application number
PCT/IB2005/003759
Other languages
French (fr)
Other versions
WO2006064340A2 (en
Inventor
Jens Bertil Ahman
Lee Terence Boulton
Original Assignee
Pfizer Ltd
Jens Bertil Ahman
Lee Terence Boulton
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
Priority claimed from GB0427293A external-priority patent/GB0427293D0/en
Application filed by Pfizer Ltd, Jens Bertil Ahman, Lee Terence Boulton filed Critical Pfizer Ltd
Publication of WO2006064340A2 publication Critical patent/WO2006064340A2/en
Publication of WO2006064340A3 publication Critical patent/WO2006064340A3/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
    • C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/16—Preparation of optical isomers
    • C07C231/18—Preparation of optical isomers by stereospecific synthesis
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C269/00—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C269/06—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups by reactions not involving the formation of carbamate groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D451/00—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
    • C07D451/02—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof
    • C07D451/04—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof with hetero atoms directly attached in position 3 of the 8-azabicyclo [3.2.1] octane or in position 7 of the 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

This invention relates to a process for the preparation of enantiomerically enriched N-­acyl ß-aminoaldehydes. In particular it relates to asymmetric hydrogenation of N-acyl enamides.
PCT/IB2005/003759 2004-12-13 2005-12-06 Process for the preparation of n-acyl beta-aminoaldehydes WO2006064340A2 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
GB0427293.6 2004-12-13
GB0427293A GB0427293D0 (en) 2004-12-13 2004-12-13 A process
US64565805P 2005-01-20 2005-01-20
US60/645,658 2005-01-20

Publications (2)

Publication Number Publication Date
WO2006064340A2 WO2006064340A2 (en) 2006-06-22
WO2006064340A3 true WO2006064340A3 (en) 2006-09-08

Family

ID=36295107

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IB2005/003759 WO2006064340A2 (en) 2004-12-13 2005-12-06 Process for the preparation of n-acyl beta-aminoaldehydes

Country Status (1)

Country Link
WO (1) WO2006064340A2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111217809B (en) * 2018-11-27 2021-06-08 江苏奥赛康药业有限公司 Chiral nitrogen-containing diene ligand and preparation method and application thereof

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102010025663A1 (en) * 2010-06-30 2012-01-05 Karl-Heinz Glüsenkamp Novel beta-aminoaldehyde derivatives, processes for their preparation and their chemical use as reactive intermediates
CN105330550B (en) * 2015-10-13 2018-01-30 凯瑞斯德生化(苏州)有限公司 A kind of preparation method of optically active 1 cyclohexylethylamine
CN108610267A (en) * 2018-06-15 2018-10-02 中触媒新材料股份有限公司 A kind of pinacolone oxime synthetic method

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4073795A (en) * 1976-06-22 1978-02-14 Hoffmann-La Roche Inc. Synthesis of tryptophans
US6214763B1 (en) * 1997-05-20 2001-04-10 Firmenich Sa Ruthenium catalysts and their use in the asymmetric hydrogenation of weakly coordinating substrates
WO2001090106A2 (en) * 2000-05-26 2001-11-29 Pfizer Limited Tryasolyl tropane derivatives as ccr5 modulators
EP1199301A1 (en) * 2000-10-16 2002-04-24 Pfizer Limited Olefination process to itaconate and succinate derivatives
WO2003084954A1 (en) * 2002-04-08 2003-10-16 Pfizer Limited Tropane derivatives as ccr5 modulators

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4073795A (en) * 1976-06-22 1978-02-14 Hoffmann-La Roche Inc. Synthesis of tryptophans
US6214763B1 (en) * 1997-05-20 2001-04-10 Firmenich Sa Ruthenium catalysts and their use in the asymmetric hydrogenation of weakly coordinating substrates
WO2001090106A2 (en) * 2000-05-26 2001-11-29 Pfizer Limited Tryasolyl tropane derivatives as ccr5 modulators
EP1199301A1 (en) * 2000-10-16 2002-04-24 Pfizer Limited Olefination process to itaconate and succinate derivatives
WO2003084954A1 (en) * 2002-04-08 2003-10-16 Pfizer Limited Tropane derivatives as ccr5 modulators

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
A.H.COOK AND I.M.HEILBRON: "Thiazolidines derived from cysteine", CHEM.PENICILLIN PRINCETON, 1949, pages 968, XP001247057 *
HELLER D ET AL: "PRESSURE DEPENDENT HIGHLY ENANTIOSELECTIVE HYDROGENATION OF UNSATURATED BETA-AMINO ACID PRECURSORS", JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY. EASTON, US, vol. 66, no. 20, 5 October 2001 (2001-10-05), pages 6816 - 6817, XP002198463, ISSN: 0022-3263 *
NW.ALCOCK ET AL: "degradation of cobaloximes to derivatives of imidazo(1,2-a)pyridine", J.CHEM.SOC. PERKIN TRANS., vol. 1, 1975, pages 386 - 394, XP009066725 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111217809B (en) * 2018-11-27 2021-06-08 江苏奥赛康药业有限公司 Chiral nitrogen-containing diene ligand and preparation method and application thereof

Also Published As

Publication number Publication date
WO2006064340A2 (en) 2006-06-22

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