A Simple, Mild and Straight forward Route for the Synthesis of α‐Ureidopeptidomimetics Using Cbz‐Protected Amino Acid Esters | Zendy

Ramachandra Sagar N. | Zendy; Srinivasulu C. | Zendy; Hosamani Basavaprabhu | Zendy; L Santhosh | Zendy; Sureshbabu Vommina V. | Zendy

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A Simple, Mild and Straight forward Route for the Synthesis of α‐Ureidopeptidomimetics Using Cbz‐Protected Amino Acid Esters

Author(s) -

Ramachandra Sagar N.,

Srinivasulu C.,

Hosamani Basavaprabhu,

L Santhosh,

Sureshbabu Vommina V.

Publication year - 2018

Publication title -

chemistryselect

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.437

H-Index - 34

ISSN - 2365-6549

DOI - 10.1002/slct.201802892

Subject(s) - racemization , chemistry , yield (engineering) , triflic acid , pyridine , isocyanate , organic chemistry , amino acid , catalysis , biochemistry , materials science , polyurethane , metallurgy

The synthesis of α‐ureidopeptidomimetics employing a simple, mild and straight forward route starting from benzyloxy carbonyl (Cbz‐) protected amino acid esters in presence of 2‐Cl pyridine (2‐chloropyridine) and Tf 2 O (triflic anhydride) in one‐pot is described. The in situ generated isocyanate intermediates react with amino acid esters to yield the title compounds in good yields (89‐96%) and the protocol proved to be racemization free.

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