GB1099858A - Process for preparing nucleoside-5'-monophosphates - Google Patents

Process for preparing nucleoside-5'-monophosphates

Info

Publication number
GB1099858A
GB1099858A GB2794265A GB2794265A GB1099858A GB 1099858 A GB1099858 A GB 1099858A GB 2794265 A GB2794265 A GB 2794265A GB 2794265 A GB2794265 A GB 2794265A GB 1099858 A GB1099858 A GB 1099858A
Authority
GB
United Kingdom
Prior art keywords
nucleoside
reaction
per mole
amount
pyridine
Prior art date
Legal status (The legal status 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 status listed.)
Expired
Application number
GB2794265A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Asahi Kasei Corp
Asahi Chemical Industry Co Ltd
Original Assignee
Asahi Chemical Industry Co Ltd
Asahi Kasei Kogyo KK
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 Asahi Chemical Industry Co Ltd, Asahi Kasei Kogyo KK filed Critical Asahi Chemical Industry Co Ltd
Publication of GB1099858A publication Critical patent/GB1099858A/en
Expired legal-status Critical Current

Links

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
    • C07H19/10—Pyrimidine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H1/00—Processes for the preparation of sugar derivatives
    • C07H1/02—Phosphorylation
    • 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
    • C07H19/16—Purine radicals
    • C07H19/20—Purine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Saccharide Compounds (AREA)

Abstract

51-Nucleotides having the general formula <FORM:1099858/C2/1> wherein B is a purine or a pyrimidine base are prepared by reacting the corresponding nucleoside with acetone, phosphorus oxytrihalogenide and water, adding at least one compound selected from pyridine and tertiary amines 1 to 4 hours after the initiation of the reaction, mixing the resulting reaction mixture with water to produce a 21,31-o-isopropylidene 51-nucleotide of the formula <FORM:1099858/C2/2> and acid hydrolysing the solution containing the nucleotide. The amount of acetone used is preferably from 3-100 moles per mole of nucleoside and the amount of phosphorus oxytrihalide, which may be added at the beginning of the reaction, in two distinct stages, or throughout the whole reaction, is preferably from 1.5 to 20 moles per mole of nucleoside. An amount of at least 0.5 moles per mole of nucleoside of pyridine or a tertiary amine (e.g. pyridine derivatives such as collidine and lutidine, trimethylamine and triethylamine and mixtures of these compounds) is required, 0.1 to 5 moles of water per mole of nucleoside may be present and the reaction is generally effected within the temperature range -20 DEG to +50 DEG C. Organic solvents such as acetonitrile, nitromethane, dichloromethane and tetrahydrofuran may also be added to the reaction mixture. Specified nucleoside starting materials are uridine, cytidine, guanosine, adenosine, inosine and xanthosine.
GB2794265A 1964-07-02 1965-07-01 Process for preparing nucleoside-5'-monophosphates Expired GB1099858A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP3742564 1964-07-02

Publications (1)

Publication Number Publication Date
GB1099858A true GB1099858A (en) 1968-01-17

Family

ID=12497150

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2794265A Expired GB1099858A (en) 1964-07-02 1965-07-01 Process for preparing nucleoside-5'-monophosphates

Country Status (3)

Country Link
DE (1) DE1545547A1 (en)
GB (1) GB1099858A (en)
NL (2) NL6508536A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2428201A1 (en) * 2010-09-08 2012-03-14 Merck Serono S.A. Oral administration of nucleoside monophosphates

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2428201A1 (en) * 2010-09-08 2012-03-14 Merck Serono S.A. Oral administration of nucleoside monophosphates

Also Published As

Publication number Publication date
DE1545547A1 (en) 1969-08-28
NL6508536A (en) 1966-01-03
NL128031C (en)

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