Preparation of (R)-2-azidoesters from 2-((p-nitrobenzene)sulfonyl)oxy esters and their use as protected amino acid equivalents for the synthesis of di- and tripeptides containing D-amino acid constituents

Tetrahedron ◽  
1992 ◽  
Vol 48 (15) ◽  
pp. 3007-3020 ◽  
Author(s):  
Robert V. Hoffman ◽  
Hwa-Ok Kim
Keyword(s):  
Amino Acid ◽  
Protected Amino Acid

A facile one pot route for the synthesis of imide tethered peptidomimetics

2016 ◽  
Vol 14 (2) ◽  
pp. 556-563 ◽  
Author(s):  
Veladi Panduranga ◽  
Girish Prabhu ◽  
Roopesh Kumar ◽  
Basavaprabhu Basavaprabhu ◽  
Vommina V. Sureshbabu
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Efficient Method ◽  
One Pot ◽  
Protected Amino Acid

A simple and efficient method for the synthesis of N,N’-orthogonally protected imide tethered peptidomimetics is presented. The imide peptidomimetics were synthesized by coupling the in situ generated selenocarboxylate of Nα-protected amino acids with Nα-protected amino acid azides in good yields.

ChemInform Abstract: Urethane-Protected Amino Acid N-Carboxy Anhydrides and Their Use in Peptide Synthesis.

ChemInform ◽  
2010 ◽  
Vol 22 (2) ◽  
pp. no-no
Author(s):  
W. D. FULLER ◽  
M. P. COHEN ◽  
M. SHABANKAREH ◽  
R. K. BLAIR ◽  
M. GOODMAN ◽  
...  
Keyword(s):  
Amino Acid ◽  
Peptide Synthesis ◽  
Protected Amino Acid

Dynamic Kinetic Resolution of N-Protected Amino Acid Esters via Phase-Transfer Catalytic Base Hydrolysis

ACS Catalysis ◽  
2018 ◽  
Vol 8 (7) ◽  
pp. 5708-5713 ◽  
Author(s):  
Eiji Yamamoto ◽  
Kodai Wakafuji ◽  
Yuho Furutachi ◽  
Kaoru Kobayashi ◽  
Takashi Kamachi ◽  
...  
Keyword(s):  
Amino Acid ◽  
Kinetic Resolution ◽  
Phase Transfer ◽  
Base Hydrolysis ◽  
Amino Acid Esters ◽  
Dynamic Kinetic Resolution ◽  
Protected Amino Acid ◽  
Acid Esters

Di-Palladium Complexes are Active Catalysts for Mono-N-Protected Amino Acid-Accelerated Enantioselective C–H Functionalization

ACS Catalysis ◽  
2019 ◽  
Vol 9 (12) ◽  
pp. 11386-11397 ◽  
Author(s):  
Joseph J. Gair ◽  
Brandon E. Haines ◽  
Alexander S. Filatov ◽  
Djamaladdin G. Musaev ◽  
Jared C. Lewis
Keyword(s):  
Amino Acid ◽  
Palladium Complexes ◽  
Protected Amino Acid

scholarly journals Catalytic Behavior of Mono‐ N ‐Protected Amino‐Acid Ligands in Ligand‐Accelerated C−H Activation by Palladium(II)

2020 ◽  
Vol 59 (27) ◽  
pp. 10873-10877 ◽  
Author(s):  
Chase A. Salazar ◽  
Joseph J. Gair ◽  
Kaylin N. Flesch ◽  
Ilia A. Guzei ◽  
Jared C. Lewis ◽  
...  
Keyword(s):  
Amino Acid ◽  
Catalytic Behavior ◽  
Protected Amino Acid

Synthesis of chiral N-protected amino acid esters by the use of UNCAs

1996 ◽  
Vol 2 (5) ◽  
pp. 297-300 ◽  
Author(s):  
P. Chevallet ◽  
J.-A. Fehrentz ◽  
K. Kiec-Kononowicz ◽  
C. Devin ◽  
J. Castel ◽  
...  
Keyword(s):  
Amino Acid ◽  
Amino Acid Esters ◽  
Protected Amino Acid ◽  
Acid Esters

Exploring the reaction of formaldehyde with α-N-protected amino acid hydrazides

2008 ◽  
Vol 86 (7) ◽  
pp. 714-719
Author(s):  
Giancarlo Verardo ◽  
Paola Geatti ◽  
Marta Mancuso ◽  
Paolo Strazzolini
Keyword(s):  
High Temperature ◽  
Amino Acid ◽  
Monomeric Form ◽  
Enantiomerically Pure ◽  
Final Reaction ◽  
Protected Amino Acid ◽  
Condensation Reactions ◽  
C Nmr ◽  
Aqueous Formaldehyde

The reaction of formaldehyde with enantiomerically pure α-N-protected amino acid hydrazides is described. The system has been investigated in different solvents, including both aqueous formaldehyde and paraformaldehyde, with the aim of simplifying the final reaction mixture. Aqueous formaldehyde in refluxing THF proved to be the best combination, affording mainly the corresponding monomeric N-methylene and 1,3,5-trisubstituted-1,3,5-hexahydrotriazine derivatives. The monomeric form was the only one present at high temperature, as evidenced by 1H and 13C NMR spectroscopy.Key words: amino acid hydrazides, formaldehyde, condensation reactions, monomeric N-methylene derivatives, oligomers.

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