A novel, one-pot preparation ofN-methyl-α-amino acid dipeptides from oxazolidinones and amino acids

1999 ◽  
Vol 40 (3) ◽  
pp. 467-470 ◽  
Author(s):  
R.L. Dorow ◽  
Diane E. Gingrich
Keyword(s):  
2016 ◽  
Vol 14 (2) ◽  
pp. 556-563 ◽  
Author(s):  
Veladi Panduranga ◽  
Girish Prabhu ◽  
Roopesh Kumar ◽  
Basavaprabhu Basavaprabhu ◽  
Vommina V. Sureshbabu

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.


2017 ◽  
Vol 19 (2) ◽  
pp. 503-510 ◽  
Author(s):  
Fahimeh Khorsand ◽  
Cormac D. Murphy ◽  
Andrew J. Whitehead ◽  
Paul C. Engel

d-Amino acid transaminase plus mutant phenylalanine dehydrogenase offer an effective one-pot system for 100% conversion ofdl-amino acids to thel-form.


2014 ◽  
Vol 4 (4) ◽  
pp. 963-970 ◽  
Author(s):  
Kuruppathparambil Roshith Roshan ◽  
Tharun Jose ◽  
Dongwoo Kim ◽  
Kathalikkattil Amal Cherian ◽  
Dae Won Park

A novel variety of ionic liquids based on amino acids is synthesized in water using microwave energy.


Synthesis ◽  
2020 ◽  
Vol 52 (23) ◽  
pp. 3657-3666 ◽  
Author(s):  
Masaaki Omote ◽  
Atsushi Tarui ◽  
Masakazu Ueo ◽  
Marino Morikawa ◽  
Masahiko Tsuta ◽  
...  

α,α-Difluoro-β-lactams successfully underwent ring-opening aminolysis with various amino acids in 2,2,2-trifluoroethanol to afford fluorine-containing peptides. In this aminolysis, it was found that 2,2,2-trifluoroethanol first attacked the α,α-difluoro-β-lactams with cleavage of lactam ring to form the corresponding open-chain 2,2,2-trifluoroethyl esters as reactive intermediates. The trifluoroethyl esters were more electrophilic compared with the corresponding methyl ester and thereby accelerated the aminolysis with various amino acids to form β-amino acid peptides with α,α-difluoromethylene unit.


2006 ◽  
Vol 47 (49) ◽  
pp. 8757-8760 ◽  
Author(s):  
Carlos J. Saavedra ◽  
Rosendo Hernández ◽  
Alicia Boto ◽  
Eleuterio Álvarez

Synthesis ◽  
2020 ◽  
Author(s):  
Hua Zhao ◽  
Hongbin Zhai ◽  
Peng Shen ◽  
Yeting Guo ◽  
Jian Wei ◽  
...  

AbstractAn efficient, one-pot, three-component [3+2] cycloaddition reaction of azomethine ylide obtained from α-dicarbonyl compounds (cyclic and acyclic diketone or keto ester) and amino acids with maleimides under catalyst-free conditions has been developed. This cascade protocol shows high efficiency and remarkable functional group tolerance, and the ubiquitous succinimide-fused pyrrolizidines with a highly compact and strained scaffold were obtained with high yield and excellent diastereoselectivity. Furthermore, this novel and atom-economical strategy could be performed on a gram scale with comparable reaction efficiency.


ChemInform ◽  
2007 ◽  
Vol 38 (13) ◽  
Author(s):  
Carlos J. Saavedra ◽  
Rosendo Hernandez ◽  
Alicia Boto ◽  
Eleuterio Alvarez

2011 ◽  
Vol 7 ◽  
pp. 1570-1576 ◽  
Author(s):  
Elizabeth P Jones ◽  
Peter Jones ◽  
Andrew J P White ◽  
Anthony G M Barrett

A method was developed for the synthesis of α-alkyl, α-aryl-bislactim ethers in good to excellent yields and high diastereoselectivities, consisting of a facile one-pot procedure in which the aryl group is introduced by means of a nucleophilic addition to benzyne and the alkyl group by alkylation of a resultant benzylic anion. Hydrolysis of the sterically less hindered adducts gave the corresponding quaternary amino acids with no racemization, whereas hydrolytic ring opening gave the corresponding valine dipeptides from bulkier bislactims.


2001 ◽  
Vol 79 (12) ◽  
pp. 1934-1939 ◽  
Author(s):  
Günther Ross ◽  
Ivar Ugi

Since 1961, the synthesis of α-amino acids derivatives by the four-component reaction of isocyanides (U-4CR) as a one-pot reaction has been developed. Only recently it was found that a variety of these α-amino acids compounds can be formed stereoselectively by the U-4CR using 1-amino-5-deoxy-5-thio-2,3,4-tri-O-isobutanoyl-β-D-xylopyranose as the amine component. The stereoselectivity inducing auxiliary 5-desoxy-5-thio-D-xylopyranosyl group of the so-formed products can be replaced selectively by hydrogen.Key words: stereoselective U-4CR, chiral amine component, amino carbohydrate, α-amino acid derivatives.


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