Method for recovering optically pure amino acid derivatives

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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530344, 5483185, 562445, C07D23340, C07D23372, C07K 100, C07C22900

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056706472

ABSTRACT:
A method for recovering an optically pure amino acid derivative from a waste liquor collected after a coupling reaction in peptide synthesis, comprising the steps of (a) adding into the waste liquor, in which an uncoupled amino acid derivative or an uncoupled small peptide fragment is contained, a compound selected from the group consisting of 1-hydroxybenzotriazole (HOBt), 1-hydroxy-7-azabenzotriazole (HOAt), 3-hydroxy-4-oxo-3,4-dihydro-1,2,3-benzotriazine (HOObt) and N-hydroxy-5-norbornen-2,3-dicarboxylic acid imide(HONB); (b) concentrating the waste liquor obtained in step (a); (c) treating a residue obtained in step (b) with an acidic buffer solution containing a tertiary amine; and (d) extracting and purifying the uncoupled amino acid derivative or the uncoupled small peptide fragment under acidic conditions.

REFERENCES:
J. Am. Chem. Soc., Louis A. Carpino, 1-Hydroxy-7-azabenzotriazole . . . , pp. 4397-4398, 1993, 115.
Nokihara et al., American Laboratories, Large-scale continuous-flow peptide . . . pp. 41-45, Aug. 1994.

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