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16966-07-7

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Efficient and practical procedure for the esterification of the free α-carboxylic acid of amino acid residues with β-(trimethylsilyl)ethoxymethyl chloride and triisopropylsilyl chloride
An efficient and practical procedure for the free α-carboxylic acid esterification of amino acid residues with β-(trimethylsilyl)ethoxymethyl chloride and triisopropylsilyl chloride is described. The reaction takes place under mild conditions and the expected protected amino acids are obtained in good to excellent yields. Our method provides a useful alternative for the C-terminal carboxylic acid protection of amino acids and peptides. Moreover, the removal of such protection was also achieved under mild conditions, without affecting either the other protecting groups at the α-amino moiety and side chains or the optical integrity at the α-position of the amino acid residues. Examples of their use in peptide synthesis are also illustrated.
Suppo, Jean-Simon,De Sant'Ana, Danilo Pereira,Dias, Luiz Carlos,De Figueiredo, Renata Marcia,Campagne, Jean-Marc
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p. 3075 - 3084
(2015/01/08)

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Chemical Properties

Melting Point: 143-147 °C
Boiling Point: 636.3 °C at 760 mmHg
Flash Point:338.6 °C
Storage Temp.:Store at RT.
Vapor Pressure: 4.58E-17mmHg at 25°C
PSA: 96.89000
LogP: 6.59280

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