Synthesis of Sterically Hindered N-Acylated Amino Acids from N-Carboxyanhydrides

Gabriel Schäfer; Jeffrey W. Bode

doi:10.1021/ol500523n

Synthesis of Sterically Hindered N-Acylated Amino Acids from N-Carboxyanhydrides

Organic Letters ◽

10.1021/ol500523n ◽

2014 ◽

Vol 16 (5) ◽

pp. 1526-1529 ◽

Cited By ~ 25

Author(s):

Gabriel Schäfer ◽

Jeffrey W. Bode

Keyword(s):

Amino Acids ◽

Sterically Hindered

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Solid-Phase Synthesis of Oligopeptides Containing Sterically Hindered Amino Acids on Nonswellable Resin Using 3-Nitro-1,2,4-triazol-1-yl-tris(pyrrolidin-1-yl)phosphonium Hexafluorophosphate (PyNTP) as the Condensing Reagent

ACS Combinatorial Science ◽

10.1021/acscombsci.7b00184 ◽

2018 ◽

Vol 20 (3) ◽

pp. 132-136 ◽

Cited By ~ 1

Author(s):

Rintaro Iwata Hara ◽

Yuta Mitsuhashi ◽

Keita Saito ◽

Yusuke Maeda ◽

Takeshi Wada

Keyword(s):

Amino Acids ◽

Solid Phase Synthesis ◽

Solid Phase ◽

Phase Synthesis ◽

Sterically Hindered

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CIP and CIB: Two new reagents for the esterification or difficult coupling of sterically hindered amino acids

Peptides 1992 ◽

10.1007/978-94-011-1470-7_86 ◽

1993 ◽

pp. 220-221

Author(s):

Kenichi Akaji ◽

Naohiro Kuriyama ◽

Tooru Kimura ◽

Yoichi Fujiwara ◽

Yoshiaki Kiso

Keyword(s):

Amino Acids ◽

Sterically Hindered

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Some New Hexacoordinated Aluminium(III) Complexes of Sterically Hindered Heterocyclic ß-Diketones and N-Protected Amino Acids : Preparation And Structural Considerations Based Upon Spectral [IR And NMR (1Η, 13C and 27Al)] Studies

Main Group Metal Chemistry ◽

10.1515/mgmc.2009.32.2.65 ◽

2009 ◽

Vol 32 (2) ◽

Cited By ~ 5

Author(s):

Ritu Kumari Gupta ◽

Asha Jain ◽

Sanjiv Saxena

Keyword(s):

Amino Acids ◽

Sterically Hindered

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A simple and greener approach for the amide bond formation employing FeCl3 as a catalyst

New Journal of Chemistry ◽

10.1039/c5nj01047k ◽

2015 ◽

Vol 39 (10) ◽

pp. 7746-7749 ◽

Cited By ~ 12

Author(s):

Basavaprabhu Basavaprabhu ◽

Krishnamurthy Muniyappa ◽

Nageswara Rao Panguluri ◽

Panduranga Veladi ◽

Vommina V. Sureshbabu

Keyword(s):

Amino Acids ◽

Bond Formation ◽

Amide Bond ◽

Bromoacetic Acid ◽

Amide Bond Formation ◽

Glacial Acoh ◽

Sterically Hindered

A protocol employing FeCl3 in the presence of glacial AcOH is described for the less nucleophilic aniline and its variants, bromoacetic acid and sterically hindered amino acids.

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Selective Michael−Aldol Reaction by Use of Sterically Hindered Aluminum Aryloxides as Lewis Acids: An Easy Approach to Cyclobutane Amino Acids

Organic Letters ◽

10.1021/ol0514707 ◽

2005 ◽

Vol 7 (16) ◽

pp. 3597-3600 ◽

Cited By ~ 39

Author(s):

Alberto Avenoza ◽

Jesús H. Busto ◽

Noelia Canal ◽

Jesús M. Peregrina ◽

Marta Pérez-Fernández

Keyword(s):

Amino Acids ◽

Lewis Acids ◽

Aldol Reaction ◽

Sterically Hindered

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1160. Peptides. Part XVII. Synthesis of peptides and polymers of some sterically hindered amino-acids via oxazolone intermediates

Journal of the Chemical Society (Resumed) ◽

10.1039/jr9650006227 ◽

1965 ◽

pp. 6227 ◽

Cited By ~ 62

Author(s):

D. S. Jones ◽

G. W. Kenner ◽

J. Preston ◽

R. C. Sheppard

Keyword(s):

Amino Acids ◽

Sterically Hindered

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ChemInform Abstract: Synthesis of Hexa- and Pentasubstituted Diketopiperazines from Sterically Hindered Amino Acids.

ChemInform ◽

10.1002/chin.201033174 ◽

2010 ◽

Vol 41 (33) ◽

pp. no-no

Author(s):

Zachary Z. Brown ◽

Christian E. Schafmeister

Keyword(s):

Amino Acids ◽

Sterically Hindered

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ChemInform Abstract: SYNTHESES OF STERICALLY HINDERED PEPTIDES AND DEPSIPEPTIDES BY MEANS OF AN ACID CHLORIDE PROCEDURE WITH 2-PHOSPHONIOETHOXYCARBONYL (PEOC) AMINO ACIDS AND HYDROXY ACIDS

Chemischer Informationsdienst ◽

10.1002/chin.198307294 ◽

1983 ◽

Vol 14 (7) ◽

Author(s):

H. KUNZ ◽

H.-H. BECHTOLSHEIMER

Keyword(s):

Amino Acids ◽

Acid Chloride ◽

Hydroxy Acids ◽

Sterically Hindered

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The Nonchiral Bislactim Diethoxy Ether as a Highly Stereo-Inducing Synthon for Sterically Hindered,γ-Branchedα-Amino Acids: A Practical, Large-Scale Route to an Intermediate of the Novel Renin Inhibitor Aliskiren

Helvetica Chimica Acta ◽

10.1002/hlca.200390235 ◽

2003 ◽

Vol 86 (8) ◽

pp. 2848-2870 ◽

Cited By ~ 27

Author(s):

Richard Göschke ◽

Stefan Stutz ◽

Walter Heinzelmann ◽

Jürgen Maibaum

Keyword(s):

Amino Acids ◽

Large Scale ◽

Renin Inhibitor ◽

The Novel ◽

Sterically Hindered

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Synthesis of Hexa- and Pentasubstituted Diketopiperazines from Sterically Hindered Amino Acids

Organic Letters ◽

10.1021/ol100048g ◽

2010 ◽

Vol 12 (7) ◽

pp. 1436-1439 ◽

Cited By ~ 21

Author(s):

Zachary Z. Brown ◽

Christian E. Schafmeister

Keyword(s):

Amino Acids ◽

Sterically Hindered

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