WO2016098123A3 - A recycling process for preparing (s)-2-[(substituted-phenoxy)-phenoxy- phosphorylamino] propionic acid isopropyl ester diastereomers - Google Patents

A recycling process for preparing (s)-2-[(substituted-phenoxy)-phenoxy- phosphorylamino] propionic acid isopropyl ester diastereomers Download PDF

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Publication number
WO2016098123A3
WO2016098123A3 PCT/IN2015/050198 IN2015050198W WO2016098123A3 WO 2016098123 A3 WO2016098123 A3 WO 2016098123A3 IN 2015050198 W IN2015050198 W IN 2015050198W WO 2016098123 A3 WO2016098123 A3 WO 2016098123A3
Authority
WO
WIPO (PCT)
Prior art keywords
phenoxy
phosphorylamino
substituted
propionic acid
isopropyl ester
Prior art date
Application number
PCT/IN2015/050198
Other languages
French (fr)
Other versions
WO2016098123A2 (en
Inventor
Mani Bushan KOTALA
Venkata Lakshmi Narasimha Rao Dammalapati
Seeta Rama Anjaneyulu GORANTLA
Satyanarayana Chava
Original Assignee
Laurus Labs Private 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 Laurus Labs Private Ltd filed Critical Laurus Labs Private Ltd
Publication of WO2016098123A2 publication Critical patent/WO2016098123A2/en
Publication of WO2016098123A3 publication Critical patent/WO2016098123A3/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/06—Pyrimidine radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/22—Amides of acids of phosphorus
    • C07F9/24—Esteramides
    • C07F9/2404—Esteramides the ester moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/242—Esteramides the ester moiety containing a substituent or a structure which is considered as characteristic of hydroxyaryl compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6558—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system
    • C07F9/65586—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system at least one of the hetero rings does not contain nitrogen as ring hetero atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/06—Pyrimidine radicals
    • C07H19/10—Pyrimidine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Engineering & Computer Science (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Epoxy Compounds (AREA)

Abstract

The present invention relates to an efficient and economical process to recycle the desired diastereomer of (2-[(substituted–phenoxy)-phenoxy-phosphorylamino] propionic acid isopropyl ester of Formula I from undesired diastereomer by first racemization of the undesired diastereomer followed by separation of the desired diastereomer from the racemic mixture.
PCT/IN2015/050198 2014-12-16 2015-12-14 A recycling process for preparing (s)-2-[(substituted-phenoxy)-phenoxy- phosphorylamino] propionic acid isopropyl ester diastereomers WO2016098123A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IN6327CH2014 2014-12-16
IN6327/CHE/2014 2014-12-16

Publications (2)

Publication Number Publication Date
WO2016098123A2 WO2016098123A2 (en) 2016-06-23
WO2016098123A3 true WO2016098123A3 (en) 2016-08-18

Family

ID=56127790

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IN2015/050198 WO2016098123A2 (en) 2014-12-16 2015-12-14 A recycling process for preparing (s)-2-[(substituted-phenoxy)-phenoxy- phosphorylamino] propionic acid isopropyl ester diastereomers

Country Status (1)

Country Link
WO (1) WO2016098123A2 (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2018025195A1 (en) * 2016-08-02 2018-02-08 Alembic Pharmaceuticals Limited PROCESS FOR THE PREPARATION OF (Sp)-SOFOSBUVIR AND INTERMEDIATES THEREOF
GB201709471D0 (en) * 2017-06-14 2017-07-26 Nucana Biomed Ltd Diastereoselective synthesis of hosphate derivatives
CN114621163A (en) * 2020-12-11 2022-06-14 余购粮 Refining method of sofosbuvir intermediate

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011123645A2 (en) * 2010-03-31 2011-10-06 Pharmasset, Inc. Nucleoside phosphoramidates
US20140309189A1 (en) * 2013-04-12 2014-10-16 Achillion Pharmaceuticals, Inc. Highly active nucleoside derivative for the treatment of hcv

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011123645A2 (en) * 2010-03-31 2011-10-06 Pharmasset, Inc. Nucleoside phosphoramidates
US20140309189A1 (en) * 2013-04-12 2014-10-16 Achillion Pharmaceuticals, Inc. Highly active nucleoside derivative for the treatment of hcv

Also Published As

Publication number Publication date
WO2016098123A2 (en) 2016-06-23

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