Title:
A METHOD FOR SYNTHESIS OF 6-DEOXY-L-HEXOSES FROM L-RHAMNOSE
Document Type and Number:
WIPO Patent Application WO/2018/002957
Kind Code:
A3
Abstract:
The present invention relates to a process for synthesis of 6-Deoxy-L-Hexoses from L-Rhamnose comprising the steps of optional regioselective protection of C2-, C3- and/or C4-OH of the L- Rhamnose of formula (1) to obtain compounds of formulae (2) and subjecting said compounds of formulae 2 to triflation followed by nitrite anion or water mediated inversion to obtain 6-deoxy- L-Hexoses of formulae (3).
Inventors:
KULKARNI SUVARN SUBHASH (IN)
SANAPALA SOMESWARA RAO (IN)
SANAPALA SOMESWARA RAO (IN)
Application Number:
PCT/IN2017/050267
Publication Date:
September 27, 2018
Filing Date:
June 29, 2017
Export Citation:
Assignee:
INDIAN INST TECHNOLOGY BOMBAY (IN)
International Classes:
C07H5/10; C07B55/00; C07H1/00
Domestic Patent References:
| WO1997034906A1 | 1997-09-25 |
Foreign References:
| US20090105466A1 | 2009-04-23 |
Other References:
FRIHED ET AL.: "Synthesis of All Eight Stereoisomeric 6-Deoxy-L-hexopyranosyl Donors -Trends in Using Stereoselective Reductions or Mitsunobu Epimerizations", EUR. J. ORG. CHEM., 2014, pages 7924 - 7939
SANAPALA ET AL.: "Expedient Route to Access Rare Deoxy Amino L-Sugar Building Blocks for the Assembly of Bacterial Glycoconjugates", J. AM. CHEM. SOC., vol. 138, no. 14, 22 March 2016 (2016-03-22), XP055558363, Retrieved from the Internet [retrieved on 20180720]
SANAPALA ET AL.: "From L-Rhamnose to Rare 6-Deoxy-L-Hexoses", ORG. LETT., vol. 18, 12 July 2016 (2016-07-12), pages 3790 - 3793, XP055558366
SANAPALA ET AL.: "Expedient Route to Access Rare Deoxy Amino L-Sugar Building Blocks for the Assembly of Bacterial Glycoconjugates", J. AM. CHEM. SOC., vol. 138, no. 14, 22 March 2016 (2016-03-22), XP055558363, Retrieved from the Internet
SANAPALA ET AL.: "From L-Rhamnose to Rare 6-Deoxy-L-Hexoses", ORG. LETT., vol. 18, 12 July 2016 (2016-07-12), pages 3790 - 3793, XP055558366
Attorney, Agent or Firm:
JOSE M A, et al. (IN)
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