Synthesis of isotopically labeled R- or S-[ 13 C, 2 H]...

Details Synthesis of isotopically labeled R- or S-[ 13 C, 2 H]... Synthesis of isotopically labeled R- or S-[ 13 C, 2 H]...

2008-01-22

2008-01-22

Eyler, Yvonne (Department: 1621)

Organic compounds -- part of the class 532-570 series

Organic compounds

Oxygen containing

C568S853000, C568S868000, C568S869000

Reexamination Certificate

active

10629982

ABSTRACT:
The present invention is directed to asymmetric chiral labeled glycerols including at least one chiral atom, from one to two13C atoms and from zero to four deuterium atoms bonded directly to a carbon atom, e.g., (2S) [1,2-13C2]glycerol and (2R) [1,2-13C2]glycerol, and to the use of such chiral glycerols in the preparation of labeled amino acids.

REFERENCES:
Aldrich catalog 1992-1993.
McLafferty “Interpretation of Mass Spectra”, W. A. Benjamin, INC., 1966.
Pitlik et al., Journal of labeled Compounds and Radiopharmaceuticals, 1997, vol. XXXIX, No. 12, pp. 999-1009.
Cho et al., Journal of Organic Chemistry, 1993, 58, 7925-7928.
Matteson et al., “Synthesis of Asymmetrically Deuterated Glycerol and Dibenzylglyceraldehyde Via Boronic Esters,” J. Am. Chem. Soc. 1990, 112, 3964-3969.
Nieschalk et al., “A Short Synthesis of (1S,2R)- and (1R,2R)-[1-2H]-Glycerols,” Asymmetry, vol. 8, No. 14, pp. 2325-2330, 1997.
Siskos et al., “A Highly Efficient Synthesis of [1-13C,18O]- and [1-13C,2H2]-Glycerol for the Elucidation of Biosynthetic Pathways,” Tetrahedron Letters 44 (2003) 789-792.

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