GB1331435A - Process for protecting amino radicals in polyfunctional compounds containing one or more amino radicals - Google Patents

Process for protecting amino radicals in polyfunctional compounds containing one or more amino radicals

Info

Publication number
GB1331435A
GB1331435A GB3763370A GB3763370A GB1331435A GB 1331435 A GB1331435 A GB 1331435A GB 3763370 A GB3763370 A GB 3763370A GB 3763370 A GB3763370 A GB 3763370A GB 1331435 A GB1331435 A GB 1331435A
Authority
GB
United Kingdom
Prior art keywords
methyl
pyridyl
oxide
carbonate
radical
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
GB3763370A
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.)
Rhone Poulenc SA
Original Assignee
Rhone Poulenc SA
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 FR6926912A external-priority patent/FR2055903A5/fr
Priority claimed from FR7021180A external-priority patent/FR2093294A5/en
Application filed by Rhone Poulenc SA filed Critical Rhone Poulenc SA
Publication of GB1331435A publication Critical patent/GB1331435A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
    • C07D213/30—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/89—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members with hetero atoms directly attached to the ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
    • C07K1/06—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using protecting groups or activating agents
    • C07K1/061—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using protecting groups or activating agents using protecting groups
    • C07K1/063—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using protecting groups or activating agents using protecting groups for alpha-amino functions
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
    • C07K1/06—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using protecting groups or activating agents
    • C07K1/061—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using protecting groups or activating agents using protecting groups
    • C07K1/064—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using protecting groups or activating agents using protecting groups for omega-amino or -guanidino functions
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/12—Cyclic peptides with only normal peptide bonds in the ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
    • C07K7/50—Cyclic peptides containing at least one abnormal peptide link
    • C07K7/54—Cyclic peptides containing at least one abnormal peptide link with at least one abnormal peptide link in the ring
    • C07K7/60—Cyclic peptides containing at least one abnormal peptide link with at least one abnormal peptide link in the ring the cyclisation occurring through the 4-amino group of 2,4-diamino-butanoic acid
    • C07K7/62—Polymyxins; Related peptides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • Biophysics (AREA)
  • Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Analytical Chemistry (AREA)
  • Pyridine Compounds (AREA)

Abstract

1331435 Pyridylmethylcarbonyloxy-blocked amine derivatives RHONE-POULENC SA 4 Aug 1970 [5 Aug 1969 9 June 1970] 37633/70 Headings C2A and C2C [Also in Division C3] Polyfunctional compounds containing one or more amino radicals with at least one of said radicals protected by a group: (where Py is pyridyl or pyridyl N-oxide, optionally substituted by a methyl radical) are prepared by reacting the said polyfunctional compound with Py-CH 2 -OCO-X (where X is a radical which activates the carbonyl group, e.g. halogen, azido or the radical OT and T is phenyl optionally substituted or a radical derived from a heterocyclic compound). Polyfunctional compounds may be amino acids, peptides, cyclopeptides, polymyxin or colistin or their derivatives. The free peptides are prepared by removing the blocking group by hydrogenolysis, Na and ammonia or by selective enzyme hydrolysis, e.g. of a penta-protected colistin to a tri-protected colistamine. The following starting materials are also prepared: 3- and 4-hydroxymethylpyridine-N-oxides 2 - hydroxy - 6 - methyl - pyridine, 3 - and 4 - pyridylmethyl p - nitrophenyl carbonate, (6 - methyl - 2 - pyridyl) methyl p - nitrophenyl carbonate, 3 - pyridylmethyl 2,4,5 - trichlorophenyl carbonate, (3 - pyridyl - N - oxide)- methyl p - nitrophenylcarbonate, (6 - methyl- 2 - pyridyl - N - oxide)methyl p - nitrophenylcarbonate, (4 - pyridyl - N - oxide) methyl - pnitrophenyl carbonate, 3-pyridyl-N-oxide) methyl 2,4,5-trichlorophenyl carbonate or p-nitrophenyl carbonate.
GB3763370A 1969-08-05 1970-08-04 Process for protecting amino radicals in polyfunctional compounds containing one or more amino radicals Expired GB1331435A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR6926912A FR2055903A5 (en) 1969-08-05 1969-08-05
FR7021180A FR2093294A5 (en) 1970-06-09 1970-06-09 Pyridylmethyl oxycarbonyl used as amino - blocking groups

Publications (1)

Publication Number Publication Date
GB1331435A true GB1331435A (en) 1973-09-26

Family

ID=26215213

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3763370A Expired GB1331435A (en) 1969-08-05 1970-08-04 Process for protecting amino radicals in polyfunctional compounds containing one or more amino radicals

Country Status (7)

Country Link
BE (1) BE754412A (en)
CA (1) CA937569A (en)
CH (1) CH521343A (en)
DE (1) DE2038996A1 (en)
GB (1) GB1331435A (en)
NL (1) NL7011151A (en)
SE (1) SE382979B (en)

Also Published As

Publication number Publication date
CH521343A (en) 1972-04-15
SE382979B (en) 1976-02-23
NL7011151A (en) 1971-02-09
BE754412A (en) 1971-02-04
CA937569A (en) 1973-11-27
DE2038996A1 (en) 1971-02-18

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee