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Synfacts 2020; 16(09): 1125
DOI: 10.1055/s-0040-1705851
Peptide Chemistry

A Novel Reagent for tert-Butoxycarbonylation of Amino Acids

Contributor(s):
Hisashi Yamamoto
,
An Wu
Ouchi H, Saito Y, Yamamoto Y, Takahata H. * Tohoku Pharmaceutical University, Sendai, Japan
1-tert-Butoxy-2-tert-butoxycarbonyl-1,2-dihydroisoquinoline: A Novel and Chemoselective tert-Butoxycarbonylation Reagent.

Org. Lett. 2002;
4: 585-587
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Key words

butoxycarbonylation - amino acids - chemoselectivity - isoquinolines

Significance

Boc-protected amino acids are important because of their good resistance in peptide synthesis. The authors developed (BBDI) as an alternative to the conventional tert-butoxycarbonylating reagent di-tert-butyl dicarbonate for the synthesis of Boc-protected α-amino acids.


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Comment

With the tert-butoxycarbonylating reagent BBDI, various Boc-protected α-amino acids can be synthesized from amino acid ester hydrochlorides in excellent yields.


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Publication History

Article published online:
18 August 2020

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