ATE643T1 - PROCESS FOR THE PRODUCTION OF SERINOL AND SERINOL DERIVATIVES. - Google Patents

PROCESS FOR THE PRODUCTION OF SERINOL AND SERINOL DERIVATIVES.

Info

Publication number
ATE643T1
ATE643T1 AT80103054T AT80103054T ATE643T1 AT E643 T1 ATE643 T1 AT E643T1 AT 80103054 T AT80103054 T AT 80103054T AT 80103054 T AT80103054 T AT 80103054T AT E643 T1 ATE643 T1 AT E643T1
Authority
AT
Austria
Prior art keywords
serinol
derivatives
production
dialkoxy
cytostatic
Prior art date
Application number
AT80103054T
Other languages
German (de)
Inventor
Ernst Prof. Dr. Felder
Sergio Dr. Bianchi
Heinrich Dr. Bollinger
Original Assignee
Eprova Aktiengesellschaft
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 Eprova Aktiengesellschaft filed Critical Eprova Aktiengesellschaft
Application granted granted Critical
Publication of ATE643T1 publication Critical patent/ATE643T1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
    • C07D295/084—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/088—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain

Landscapes

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

Abstract

A method for the synthesis of serinol and serinol derivatives substituted at the nitrogen atoms by reacting a lower 1,3-dialkoxy-isopropyl halide with ammonia or an amine to form a 1,3-dialkoxy-isopropylamine and then removing the ether groups by heating with a hydrogen halide acid. The method allows the production of serinol and serinol derivatives using inexpensive starting materials in a simple manner and obtaining a high purity product which is free of interfering isomers. Novel compounds obtained by the method which are useful as pharmaceutical intermediates, X-ray contrasting agents and cytostatic or psychopharmacological drugs are also disclosed.
AT80103054T 1979-09-10 1980-06-02 PROCESS FOR THE PRODUCTION OF SERINOL AND SERINOL DERIVATIVES. ATE643T1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH818279 1979-09-10
EP80103054A EP0025083B1 (en) 1979-09-10 1980-06-02 Process for the preparation of serinol and serinol derivatives

Publications (1)

Publication Number Publication Date
ATE643T1 true ATE643T1 (en) 1982-02-15

Family

ID=4336422

Family Applications (1)

Application Number Title Priority Date Filing Date
AT80103054T ATE643T1 (en) 1979-09-10 1980-06-02 PROCESS FOR THE PRODUCTION OF SERINOL AND SERINOL DERIVATIVES.

Country Status (5)

Country Link
US (1) US4503252A (en)
EP (1) EP0025083B1 (en)
JP (1) JPS5839820B2 (en)
AT (1) ATE643T1 (en)
DE (1) DE3060177D1 (en)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3609978A1 (en) * 1986-03-25 1987-10-01 Merck Patent Gmbh METHOD FOR PRODUCING HYDROXYAMINES
DE3705384A1 (en) * 1987-02-20 1988-09-01 Goedecke Ag 2-PROPYLAMINE DERIVATIVES, METHOD FOR THE PRODUCTION AND USE THEREOF
JP2847265B2 (en) * 1990-08-01 1999-01-13 ダイセル化学工業株式会社 High purity 1-amino-2,3-propanediol and method for producing the same
DE4102394A1 (en) * 1991-01-28 1992-07-30 Hoechst Ag METHOD FOR PRODUCING DIALKYLAMINOPROPANDIOL
GB9905771D0 (en) * 1999-03-12 1999-05-05 Isis Innovation Compounds
US7989555B2 (en) * 2007-05-21 2011-08-02 Global Agritech, Inc. Glycerol derivatives and methods of making same
DE102012104679A1 (en) 2011-05-30 2012-12-06 Westfälische Wilhelms-Universität Münster Preparing 2-amino-1,3-propanediol (serinol) starting from a substrate containing glycerol, comprises converting glycerol by a dihydroxyacetone-phosphate aminotransferase/dihydro rhizobitoxin synthase, or its portion
US8653306B1 (en) 2011-12-28 2014-02-18 Penn A Kem LLC Process for production of serinol and its bis-adduct
WO2014178082A1 (en) 2013-05-03 2014-11-06 Council Of Scientific & Industrial Research Novel 2'/3'/5'-(r/s)-serinyl functionalized oligonucleotides
US12491261B2 (en) 2016-10-26 2025-12-09 Acuitas Therapeutics, Inc. Lipid nanoparticle formulations
US12065396B2 (en) * 2017-08-17 2024-08-20 Acuitas Therapeutics, Inc. Lipids for use in lipid nanoparticle formulations
EP4182297B1 (en) 2020-07-16 2025-09-03 Acuitas Therapeutics, Inc. Cationic lipids for use in lipid nanoparticles
EP4313934B1 (en) 2021-03-22 2025-05-07 Bracco Imaging SPA Industrial synthesis of serinol
WO2026017631A1 (en) 2024-07-17 2026-01-22 Bracco Imaging Spa Process for the purification of 3-amino-1,2-propanediol (isoserinol)
WO2026017628A1 (en) 2024-07-17 2026-01-22 Bracco Imaging Spa Process for the purification of 2-amino-1,3-propanediol (serinol)

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2709169A (en) * 1955-05-24 X c chs
US2490385A (en) * 1945-05-23 1949-12-06 Heyden Chemical Corp Production of aminoacetal
US2628254A (en) * 1948-11-13 1953-02-10 Gen Aniline & Film Corp Process of producing amino acetals

Also Published As

Publication number Publication date
JPS5640647A (en) 1981-04-16
DE3060177D1 (en) 1982-03-11
JPS5839820B2 (en) 1983-09-01
EP0025083A2 (en) 1981-03-18
EP0025083A3 (en) 1981-04-08
EP0025083B1 (en) 1982-02-03
US4503252A (en) 1985-03-05

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