The Role of Silyl Protecting Group for the Synthesis of Procyanidins and Their Derivatives

2017 ◽  
pp. 229-236 ◽  
Author(s):  
Noriyuki Nakajima ◽  
Akiko Saito
Keyword(s):  
Protecting Group

Stereoselective Glycosylation of Glucosamine: The Role of theN-Protecting Group

2012 ◽  
Vol 7 (11) ◽  
pp. 2482-2501 ◽  
Author(s):  
Ramu Enugala ◽  
Luísa C. R. Carvalho ◽  
Marina J. Dias Pires ◽  
M. Manuel B. Marques
Keyword(s):  
Protecting Group ◽  
Stereoselective Glycosylation

ChemInform Abstract: Stereoselective Glycosylation of Glucosamine: The Role of the N-Protecting Group

ChemInform ◽  
2013 ◽  
Vol 44 (15) ◽  
pp. no-no
Author(s):  
Ramu Enugala ◽  
Luisa C. R. Carvalho ◽  
Marina J. Dias Pires ◽  
M. Manuel B. Marques
Keyword(s):  
Protecting Group ◽  
Stereoselective Glycosylation

ChemInform Abstract: Differential Reactivity of Fluorinated Homopropargylic Amino Esters vs Gold(I) Salts. The Role of the Nitrogen Protecting Group.

ChemInform ◽  
2015 ◽  
Vol 46 (27) ◽  
pp. no-no
Author(s):  
Maria Sanchez-Rosello ◽  
Javier Miro ◽  
Carlos del Pozo ◽  
Santos Fustero
Keyword(s):  
Protecting Group ◽  
Amino Esters ◽  
Differential Reactivity

Differential reactivity of fluorinated homopropargylic amino esters vs gold(I) salts. The role of the nitrogen protecting group

2015 ◽  
Vol 171 ◽  
pp. 60-66 ◽  
Author(s):  
María Sánchez-Roselló ◽  
Javier Miró ◽  
Carlos del Pozo ◽  
Santos Fustero
Keyword(s):  
Protecting Group ◽  
Amino Esters ◽  
Differential Reactivity

Biotransformation of β-amino nitriles: the role of the N-protecting group

2004 ◽  
Vol 29 (1-6) ◽  
pp. 115-121 ◽  
Author(s):  
Margit Preiml ◽  
Helmut Hönig ◽  
Norbert Klempier
Keyword(s):  
Protecting Group

scholarly journals The Role of the Amino Protecting Group during Parahydrogenation of Protected Dehydroamino Acids

2015 ◽  
Vol 119 (46) ◽  
pp. 11271-11279 ◽  
Author(s):  
Erika Cerutti ◽  
Alessandra Viale ◽  
Carlo Nervi ◽  
Roberto Gobetto ◽  
Silvio Aime
Keyword(s):  
Protecting Group ◽  
Dehydroamino Acids

A Convenient On-Site Oxidation Strategy for the N-hydroxylation of Melanostatin Neuropeptide using Cope Elimination

Synthesis ◽  
2021 ◽  
Author(s):  
Ivo Dias ◽  
Sara C. Silva-Reis ◽  
Beatriz L. Pires-Lima ◽  
Xavier C. Correia ◽  
Hugo F. Costa-Almeida
Keyword(s):  
Peptide Synthesis ◽  
Dual Role ◽  
Direct Application ◽  
Synthetic Approach ◽  
Protecting Group ◽  
Proline Residue ◽  
Synthesis Conditions ◽  
Leaving Group ◽  
Cyanoethyl Group

In this work, a convenient synthetic protocol for the unprecedented N-hydroxylation of proline residue in Melanostatin (MIF-1) neuropeptide is reported. This methodology is grounded on the incorporation of N-(cyanoethyl)prolyl residue followed by on-site oxidation by Cope elimination with m-chloroperbenzoic acid, exploring the unrecognized dual role of the cyanoethyl group as an effective N-protecting group under peptide synthesis conditions and as a suitable leaving group during the chemoselective on-site N-oxidation. Following this protocol N-hydroxy-MIF-1 is obtained with 78% global yield from N-(cyanoethyl)-L-proline. This synthetic approach opens a new avenue for access to N-hydroxylated Melanostatin analogs with direct application in neurochemistry and Parkinson’s research.

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