Process for producing hexahydrofurofuranol derivative

Details Process for producing hexahydrofurofuranol derivative Process for producing hexahydrofurofuranol derivative

2011-05-31

2011-05-31

Witherspoon, Sikarl A (Department: 1621)

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

Organic compounds

Oxygen containing

C568S496000, C568S852000, C549S464000

Reexamination Certificate

active

07951977

ABSTRACT:
The present invention provides; a process for producing a compound (IV) comprising a step of reacting a compound (I) with a compound (II) in the presence of an optionally substituted cyclic secondary amine to obtain a compound (III) and a step of sequentially or simultaneously eliminating R1and R2from the compound (III), and then cyclizing the R1- and R2-eliminated compound to obtain the compound represented by the formula (IV); a process for producing a high purity compound (IV); an intermediate thereof; and a process for producing an intermediate.

REFERENCES:
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patent: 1 589 018 (2005-10-01), None
patent: 2005-8530 (2005-01-01), None
patent: WO-03/089396 (2003-10-01), None
patent: WO-2004/033462 (2004-04-01), None
A.B. Northrup et al., “The First Direct and Enantioselective Cross-Aidol Reaction of Aldehydes,” Jouranl of American Chemical Society, vol. 124, No. 24, pp. 6798-6799, 2002.
R.I. Storer et al., “Enantioselective organocatalytic aldehyde-aldehyde cross-aldol couplings. The broad utility of α-thioacetal aldehydes,” Tetrahedron, vol. 60, No. 35, pp. 7705-7714, 2004.
A.B. Northrup et al., “Enantioselective Organocatalytic Direct Aldol Reactions of α-Oxyaldehydes: Step One in a Two-Step Synthesis of Carbohydrates,” Angewandte Chemie International Edition, vol. 43, No. 16, pp. 2152-2154, 2004.
Supplementary European Search Report issued on Nov. 10, 2009 in corresponding European Patent Application No. EP 06747271.2.

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