Reagent useful for cleaving a protected functional group

Details Reagent useful for cleaving a protected functional group Reagent useful for cleaving a protected functional group

1998-10-09

2000-12-05

Raymond, Richard L.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

540230, 502150, 546 1, 548400, 568657, 568840, C07D50104, C07C 4110

Patent

active

061568899

ABSTRACT:
The subject matter of the present invention relates to a reagent and a process useful for cleaving a functional group protected by an alkoxycarbonyl group during an organic synthesis. This reagent comprises: a) an aqueous phase; b) a catalyst comprising at least one group VIII element in the periodic table of elements and at least one water-soluble ligand, wherein the group VIII element in the periodic table is maintained in the aqueous phase by the formation of a complex with at least one water-soluble ligand; and c) a nucleophilic compound soluble in the aqueous phase; and optionally d) an organic phase.

REFERENCES:
patent: 2366237 (1945-01-01), Clausen
patent: 4219677 (1980-08-01), Kuntz
patent: 4314942 (1982-02-01), McCombie
patent: 4654176 (1987-03-01), Dang et al.
patent: 5124448 (1992-06-01), Tschaen et al.
patent: 5135900 (1992-08-01), Sinou
patent: 5847117 (1998-12-01), Bernard et al.
Dangles et al., "Selective Cleavage of the Allyl and Allyloxycarbonyl Groups through Palladium-Catalyzed Hydrostannolysis with Tributyltin Hydride. Application to the Selective Protection-Deprotection of Amino Acid Derivatives and in Peptide Synthesis", Journal of Organic Chemistry, 52(22):4984-4993 (1987).

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