Process for preparing 3-hydroxythiolane

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

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Reexamination Certificate

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11091488

ABSTRACT:
A process for preparing 3-hydroxythiolane which is characterized in reacting a compound of the following formula,wherein X is halogen atom, and R2is substituted or unsubstituted alkyl group, substituted or unsubstituted aralkyl group, or substituted or unsubstituted aryl group, with a metal sulfide.

REFERENCES:
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patent: 10 2004 037669 (2005-03-01), None
patent: 0 452 143 (1991-10-01), None
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R. A. Volkmann et al., “2-thioalkyl penems: An efficient synthesis of sulopenem, a (5R,6S)-6-(1(R)-hydroxyethyl)-2-[(cis-1-oxo-3-thiolanyl)thio]-2-penem antibacterial”, J. Org. Chem., vol. 37, pp. 4352-4361, 1992.
H.C. Brown et al., “chiral synthesis via organoboranes. 6. Hydroboration. 74. Asymmetric hydroboration of representative heterocyclic olefins with diiopinocampheylborane. Synthesis of heterocyclic boronates and heterocyclic alcohols of very high enantiomeric purity”, J. Am. Chem. Soc., vol. 108, pp. 2049-2054, 1986.
X. Zhang et al., “Asymmetric hydrogenation of cycloalkanones catalyzed by BINAP-Ir(l)-aminophosphine systems”, J. Am. Chem. Soc., vol. 115, pp. 3318-3319, 1993.
G. J. Quallich et al., “Enantioselective oxazaborolidine reduction of ketones containing heteroatoms”, Tetrahedron letters, vol. 34, No. 5 pp. 785-788, 1993.

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