Application of N,N‐dimethylformamide dineopentyl acetal for efficient anchoring of Nα‐9‐fluorenylmethyloxycarbonylamino‐acids as p‐alkoxybenzyl esters in solid‐phase peptide synthesis

Fernando Albericio; George Barany

doi:10.1111/j.1399-3011.1984.tb02729.x

Application of N,N‐dimethylformamide dineopentyl acetal for efficient anchoring of N_α‐9‐fluorenylmethyloxycarbonylamino‐acids as p‐alkoxybenzyl esters in solid‐phase peptide synthesis

Fernando Albericio
, George Barany

Chemistry (Twin Cities)

Research output: Contribution to journal › Article › peer-review

29 Scopus citations

Abstract

The attachment of Fmoc‐amino acids onto p‐alkoxybenzyl alcohol resins via DCC‐DMAP coupling suffers from two different problems: formation of dimers and racemization. The use of N,N‐dimethylformamide dineopentyl acetal for the preparation of Fmoc‐aminoacyloxybenzyl handles is the basis of a safe and efficient anchoring method that avoids both problems.

Original language	English (US)
Pages (from-to)	342-349
Number of pages	8
Journal	International Journal of Peptide and Protein Research
Volume	23
Issue number	4
DOIs	https://doi.org/10.1111/j.1399-3011.1984.tb02729.x
State	Published - Apr 1984

Keywords

N,N‐dimethylformamide dineopentyl acetal
N‐9‐fluorenylmethyloxycarbonyl‐amino acids
p‐alkoxybenzyl esters
solid‐phase peptide synthesis

Publisher link

10.1111/j.1399-3011.1984.tb02729.x

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Application of N,N‐dimethylformamide dineopentyl acetal for efficient anchoring of N_α‐9‐fluorenylmethyloxycarbonylamino‐acids as p‐alkoxybenzyl esters in solid‐phase peptide synthesis. / Albericio, Fernando; Barany, George.
In: International Journal of Peptide and Protein Research, Vol. 23, No. 4, 04.1984, p. 342-349.

Research output: Contribution to journal › Article › peer-review

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