NO932378L - Polymeric lewis x-saccharides and methods for their preparation - Google Patents

Polymeric lewis x-saccharides and methods for their preparation

Info

Publication number
NO932378L
NO932378L NO932378A NO932378A NO932378L NO 932378 L NO932378 L NO 932378L NO 932378 A NO932378 A NO 932378A NO 932378 A NO932378 A NO 932378A NO 932378 L NO932378 L NO 932378L
Authority
NO
Norway
Prior art keywords
saccharides
preparation
integer
lewis
polymeric
Prior art date
Application number
NO932378A
Other languages
Norwegian (no)
Other versions
NO932378D0 (en
Inventor
Richard Schmidt
Alexander Toepfer
Willy Kinzy
Juergen Hemberger
Original Assignee
Merck Patent Gmbh
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 Merck Patent Gmbh filed Critical Merck Patent Gmbh
Publication of NO932378D0 publication Critical patent/NO932378D0/en
Publication of NO932378L publication Critical patent/NO932378L/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H13/00—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids
    • C07H13/02—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids
    • C07H13/04—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids having the esterifying carboxyl radicals attached to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/02—Acyclic radicals, not substituted by cyclic structures
    • C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/02—Acyclic radicals, not substituted by cyclic structures
    • C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
    • C07H15/10—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical containing unsaturated carbon-to-carbon bonds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Genetics & Genomics (AREA)
  • Biotechnology (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Materials Engineering (AREA)
  • Saccharide Compounds (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)
  • Peptides Or Proteins (AREA)

Abstract

Fremgangsmåte for fremstilling av polymere Lewis X-sakkarider med formel hvor X er OC(=NH)CC13 (TCAI), Z eller S; Z er OCH2CH(NHCOCuH2u.j )CH(OH)CH=CHCVH- 2..!,- S er (CH2)qCOOR' ' ; R er OH eller R"; R" er OAc, OBn eller OBz; R'er OH, OAc eller OPiv; R'' er C1-C4-alkyl; Ac er acetyl; Bn er benzyl; Bz er benzoyl; Piv er pivaloyl; n er et helt tall fra O til 7; q er et helt tall fra 4 til 12; u er et helt tall fra 13 til 23; og v er et helt tall fra 11 til 17. De polymere sakkaridene kan syn- tetiseres stereoselektivt i høye utbyt- ter. Fremgangsmåte for fremstilling av tilsvarende mellomprodukter. Nye polymere Lewis X-sakkarider, særlig tetramert til oktamert Lewis X- antigen.Process for the preparation of polymeric Lewis X saccharides of formula wherein X is OC (= NH) CC13 (TCAI), Z or S; Z is OCH2CH (NHCOCuH2u.j) CH (OH) CH = CHCVH-2 ..! - S is (CH2) qCOOR ''; R is OH or R "; R" is OAc, OBn or OBz; R's OH, OAc or OPiv; R 1 is C 1 -C 4 alkyl; Ac is acetyl; Bn is benzyl; Bz is benzoyl; Piv is pivaloyl; n is an integer from 0 to 7; q is an integer from 4 to 12; u is an integer from 13 to 23; and v is an integer from 11 to 17. The polymeric saccharides can be synthesized stereoselectively in high yields. Process for the preparation of corresponding intermediates. Novel polymeric Lewis X saccharides, especially tetramerated to octamerized Lewis X antigen.

NO932378A 1992-06-30 1993-06-29 Polymeric lewis x-saccharides and methods for their preparation NO932378L (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE4221444A DE4221444A1 (en) 1992-06-30 1992-06-30 Polymeric Lewis X saccharides and process for their preparation

Publications (2)

Publication Number Publication Date
NO932378D0 NO932378D0 (en) 1993-06-29
NO932378L true NO932378L (en) 1994-01-03

Family

ID=6462149

Family Applications (1)

Application Number Title Priority Date Filing Date
NO932378A NO932378L (en) 1992-06-30 1993-06-29 Polymeric lewis x-saccharides and methods for their preparation

Country Status (15)

Country Link
EP (1) EP0578026A1 (en)
JP (1) JPH0656901A (en)
KR (1) KR940005675A (en)
CN (1) CN1082055A (en)
AU (1) AU4146293A (en)
CA (1) CA2099306A1 (en)
CZ (1) CZ130093A3 (en)
DE (1) DE4221444A1 (en)
HU (1) HUT67179A (en)
MX (1) MX9303902A (en)
NO (1) NO932378L (en)
PL (1) PL299500A1 (en)
SK (1) SK67893A3 (en)
TW (1) TW260674B (en)
ZA (1) ZA934660B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5977328A (en) * 1997-03-12 1999-11-02 Krepinsky; Jiri J. Polyvalent carbohydrate molecules
CN108892740B (en) * 2018-06-19 2022-01-25 艾立斯特(合肥)生物科技有限公司 Synthesis method of 3, 6-branched glucan hexaose

Also Published As

Publication number Publication date
EP0578026A1 (en) 1994-01-12
AU4146293A (en) 1994-01-06
HUT67179A (en) 1995-02-28
MX9303902A (en) 1993-12-01
ZA934660B (en) 1994-01-12
JPH0656901A (en) 1994-03-01
TW260674B (en) 1995-10-21
CN1082055A (en) 1994-02-16
SK67893A3 (en) 1994-01-12
DE4221444A1 (en) 1994-01-05
CA2099306A1 (en) 1993-12-31
KR940005675A (en) 1994-03-22
PL299500A1 (en) 1994-03-07
CZ130093A3 (en) 1994-01-19
NO932378D0 (en) 1993-06-29
HU9301893D0 (en) 1993-09-28

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