Process for performing retro-aldol reaction

Chemistry: natural resins or derivatives; peptides or proteins; – Peptides of 3 to 100 amino acid residues – Chemical aftertreatment – e.g. – acylation – methylation – etc.

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530317, 530402, 530406, 530300, 568308, 568414, 562463, 562577, 560 53, 560 171, 564169, 564199, 561443, 561502, C07K 1107, C07C 6747

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056774230

ABSTRACT:
A process for removing .beta.-hydroxy groups from .beta.-hydroxy-containing compounds is disclosed. The process involves the use of a retro-aldol-promoting reagent selected from the group of trimethylamine-N-oxide, triethylamine-N-oxide, trimethylamine-N-oxide-hydrate, and trimethylamine-hydrate and requires dissolution of the substrate in an aprotic solvent and reaction under elevated temperatures. The process is broadly applicable to a variety of substrates including complex cyclic peptides, linear peptides, and non-peptides.

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patent: 5200505 (1993-04-01), Takesako et al.
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J. Antibiotics, Sep. 1991, vol. 44, No. 9, 925-933.
J. Antibiotics, Sep. 1991, vol. 44, No. 9, 919-924.
J. Molecular Structure (Theochem), 180 (1988) 383-387.

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