Chemistry: molecular biology and microbiology – Micro-organism – tissue cell culture or enzyme using process... – Preparing oxygen-containing organic compound
Reexamination Certificate
2005-10-31
2010-12-07
Saucier, Sandra (Department: 1651)
Chemistry: molecular biology and microbiology
Micro-organism, tissue cell culture or enzyme using process...
Preparing oxygen-containing organic compound
C435S280000, C435S196000, C435S198000, C435S255400
Reexamination Certificate
active
07846701
ABSTRACT:
According to the present invention, there is provided a method for preparing an optically active compound, characterized in that said method comprises permitting a mixture of optical isomers relative to the carbon atom in the β-position in relation to the carbon atom bound to an esterified hydroxy group of an enol ester to hydrolyse either one optical isomer preferentially in the presence of an enzyme and allowing the carbonyl compound resulting from such hydrolysis to enrich the proportion of its isomer having either one configuration in the β-position in relation to the carbonyl group or allowing the enol ester left non-hydrolyzed to enrich the proportion of its isomer having either one configuration on the carbon atom in the β-position in relation to the carbon atom to which the esterified hydroxyl group bonds.
REFERENCES:
patent: 10-84988 (1998-04-01), None
Naemura et al. Enantiomer (1996)(3): 218-222.
K. Matsumoto et al., “Enzyme-Mediated Enantioface-Differentiating Hydrolysis of α-Substituted Cycloalkanone Enol Esters”, J. Am. Chem., Soc., vol. 112, pp. 9614-9619, 1990.
A. J. Carnell et al.,“Desymmetrisation of Prochiral Ketones by Catalytic Enantioselective Hydrolysis of Their Enol Esters using Enzymes”, Tetrahedron Letters, vol. 38, No. 44, pp. 7781-7784, 1997.
K. Matsumoto et al.,“Kinetic Resolution of Enol Esters Via Enzyme-Mediated Hydrolysis”, Chemistry Letters, pp. 1109-1112, 1989.
A. J. Carnell et al., “Chiral Enol Acetates Derived from Prochiral Oxabicyclic Ketones using Enzymes”, Tetrahedron Letters, vol. 40, pp. 8633-8636, 1999.
Matsuda Hiroyuki
Tanaka Shigeru
Watanabe Shinya
Yamamoto Ken-ichi
Hanley Susan
Saucier Sandra
Takasago International Corporation
Wenderoth , Lind & Ponack, L.L.P.
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