Title:
PROCESS FOR THE PREPARATION OF VITAMIN K2
Document Type and Number:
WIPO Patent Application WO/2011/117324
Kind Code:
A3
Abstract:
A new process for making polyprenols is described as well as the use of these building blocks in the synthesis of Vitamin K2. The process involves reaction of a compound of formula (X) with a compound of formula (XI) in the presence of a base so as to form a compound of formula (XII) and conversion of that compound into a compound of formula (XIII).
More Like This:
| WO/2001/034110 | USE OF A FATTY ALCOHOL IN A PERFUME COMPOSITION |
Inventors:
SKATTEBOEL LARS (NO)
AUKRUST INGER REIDUN (NO)
SANDBERG MARCEL (NO)
AUKRUST INGER REIDUN (NO)
SANDBERG MARCEL (NO)
Application Number:
PCT/EP2011/054499
Publication Date:
November 17, 2011
Filing Date:
March 23, 2011
Export Citation:
Assignee:
KAPPA BIOSCIENCE AS (NO)
SKATTEBOEL LARS (NO)
AUKRUST INGER REIDUN (NO)
SANDBERG MARCEL (NO)
SKATTEBOEL LARS (NO)
AUKRUST INGER REIDUN (NO)
SANDBERG MARCEL (NO)
International Classes:
C07C29/147; C07C33/02; C07C46/02; C07C50/14; C07C317/18; C07C323/14
Domestic Patent References:
| WO2010034999A1 | 2010-04-01 | |||
| WO2010035000A1 | 2010-04-01 |
Foreign References:
| US4089873A | 1978-05-16 |
Other References:
L. J. ALTMAN ET AL: "A New, Highly Stereoselective Synthesis of all trans -Geranylgeraniol", SYNTHESIS, vol. 1974, no. 02, 1 January 1974 (1974-01-01), pages 129 - 131, XP055004944, ISSN: 0039-7881, DOI: 10.1055/s-1974-23262
YI-FAN CHANG ET AL: "Solid-Phase Organic Synthesis of Polyisoprenoid Alcohols with Traceless Sulfone Linker", THE JOURNAL OF ORGANIC CHEMISTRY, vol. 73, no. 18, 19 September 2008 (2008-09-19), pages 7197 - 7203, XP055004955, ISSN: 0022-3263, DOI: 10.1021/jo8010182
SATO K ET AL: "GENERAL METHOD OF STEROSPECIFIC SYNTHESIS OF NATURAL POLYPRENOLS, SYNTHESIS OF BETULAPRENOL-6, -7, -8, AND -9", CHEMISTRY LETTERS, CHEMICAL SOCIETY OF JAPAN, JP, no. 7, 1 July 1984 (1984-07-01), pages 1105 - 1108, XP002034520, ISSN: 0366-7022, DOI: 10.1246/CL.1984.1105
MASAKI Y ET AL: "SYNTHETIC STUDIES ON ISOPRENOIDQUINONES. II. SYNTHESES OF UBIQUINONE-10, PHYLLOQUINONE, AND MENAQUINONE-4 BY A CHAIN-EXTENDING METHOD UTILIZING TERMINALLY FUNCTIONALIZED ISOPRENOIDHYDROQUINONES", CHEMICAL AND PHARMACEUTICAL BULLETIN, PHARMACEUTICAL SOCIETY OF JAPAN, TOKYO, JP, vol. 32, no. 10, 1 January 1984 (1984-01-01), pages 3959 - 3967, XP008057512, ISSN: 0009-2363
YOSHINORI NARUTA: "Regio- and stereoselective synthesis of coenzymes Qn (n = 2-10), vitamin K, and related polyprenylquinones", THE JOURNAL OF ORGANIC CHEMISTRY, vol. 45, no. 21, 1 October 1980 (1980-10-01), pages 4097 - 4104, XP055004945, ISSN: 0022-3263, DOI: 10.1021/jo01309a006
W. VETTER ET AL: "Gas-chromatographische und massenspektrometrische Untersuchung von Phytylubichinon, Vitamin K1 und Vitamin K2", HELVETICA CHIMICA ACTA, vol. 50, no. 7, 31 October 1967 (1967-10-31), pages 1866 - 1879, XP055004991, ISSN: 0018-019X, DOI: 10.1002/hlca.19670500721
ISLER O ET AL: "Synthese und Isolierung von Vitamin K2 und isoprenologen Verbindungen", HELVETICA CHIMICA ACTA, VERLAG HELVETICA CHIMICA ACTA, BASEL, CH, vol. 41, 1 January 1958 (1958-01-01), pages 786 - 807, XP009109345, ISSN: 0018-019X
XIONG-JIE YU ET AL: "An Improved Convergent Strategy for the Synthesis of Oligoprenols", HELVETICA CHIMICA ACTA, vol. 91, no. 10, 1 October 2008 (2008-10-01), pages 1967 - 1974, XP055005132, ISSN: 0018-019X, DOI: 10.1002/hlca.200890211
YI-FAN CHANG ET AL: "Solid-Phase Organic Synthesis of Polyisoprenoid Alcohols with Traceless Sulfone Linker", THE JOURNAL OF ORGANIC CHEMISTRY, vol. 73, no. 18, 19 September 2008 (2008-09-19), pages 7197 - 7203, XP055004955, ISSN: 0022-3263, DOI: 10.1021/jo8010182
SATO K ET AL: "GENERAL METHOD OF STEROSPECIFIC SYNTHESIS OF NATURAL POLYPRENOLS, SYNTHESIS OF BETULAPRENOL-6, -7, -8, AND -9", CHEMISTRY LETTERS, CHEMICAL SOCIETY OF JAPAN, JP, no. 7, 1 July 1984 (1984-07-01), pages 1105 - 1108, XP002034520, ISSN: 0366-7022, DOI: 10.1246/CL.1984.1105
MASAKI Y ET AL: "SYNTHETIC STUDIES ON ISOPRENOIDQUINONES. II. SYNTHESES OF UBIQUINONE-10, PHYLLOQUINONE, AND MENAQUINONE-4 BY A CHAIN-EXTENDING METHOD UTILIZING TERMINALLY FUNCTIONALIZED ISOPRENOIDHYDROQUINONES", CHEMICAL AND PHARMACEUTICAL BULLETIN, PHARMACEUTICAL SOCIETY OF JAPAN, TOKYO, JP, vol. 32, no. 10, 1 January 1984 (1984-01-01), pages 3959 - 3967, XP008057512, ISSN: 0009-2363
YOSHINORI NARUTA: "Regio- and stereoselective synthesis of coenzymes Qn (n = 2-10), vitamin K, and related polyprenylquinones", THE JOURNAL OF ORGANIC CHEMISTRY, vol. 45, no. 21, 1 October 1980 (1980-10-01), pages 4097 - 4104, XP055004945, ISSN: 0022-3263, DOI: 10.1021/jo01309a006
W. VETTER ET AL: "Gas-chromatographische und massenspektrometrische Untersuchung von Phytylubichinon, Vitamin K1 und Vitamin K2", HELVETICA CHIMICA ACTA, vol. 50, no. 7, 31 October 1967 (1967-10-31), pages 1866 - 1879, XP055004991, ISSN: 0018-019X, DOI: 10.1002/hlca.19670500721
ISLER O ET AL: "Synthese und Isolierung von Vitamin K2 und isoprenologen Verbindungen", HELVETICA CHIMICA ACTA, VERLAG HELVETICA CHIMICA ACTA, BASEL, CH, vol. 41, 1 January 1958 (1958-01-01), pages 786 - 807, XP009109345, ISSN: 0018-019X
XIONG-JIE YU ET AL: "An Improved Convergent Strategy for the Synthesis of Oligoprenols", HELVETICA CHIMICA ACTA, vol. 91, no. 10, 1 October 2008 (2008-10-01), pages 1967 - 1974, XP055005132, ISSN: 0018-019X, DOI: 10.1002/hlca.200890211
Attorney, Agent or Firm:
CAMPBELL, Neil (10 Salisbury Square, London EC4Y 8JD, GB)
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