2576508-03-5
Chemical Structure
Boc-L-Phe(4-NH-Poc)-OH
- CAS No.: 2576508-03-5
- Formula:C18H22N2O6
- Molecular Weight:362.38
IUPAC Name: (S)-2-((tert-butoxycarbonyl)amino)-3-(4-(((prop-2-yn-1-yloxy)carbonyl)amino)phenyl)propanoic acid
InChIKey: XVKXVKVSLASFST-AWEZNQCLSA-N
SMILES: CC(C)(C)OC(N[C@H](C(O)=O)CC1=CC=C(C=C1)NC(OCC#C)=O)=O
Biological Activity: Boc-L-Phe(4-NH-Poc)-OH is a click chemistry reagent containing an azide group. Used as an orthogonally protected building block in peptide synthesis. Propargyloxycarbonyl, commonly abbreviated as Poc or Pryoc, can either be used as alkyne component for standard Click conjugation or in combination with tetrazine linkers in copper-free Diels-Alder type Click reactions. It also has applications as unusual protecting group for amines, hydroxy functions and as esters. All 3 are stable to neat TFA, but can be cleaved at ambient temperature with Co2(CO)8 in TFA:DCM. Deprotection with other transition metals like palladium have also been reported[1][2]. Boc-L-Phe(4-NH-Poc)-OH is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.
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Boc-L-Phe(4-NH-Poc)-OH | Boc-L-Phe(4-NH-Poc)-OH is a click chemistry reagent containing an azide group. Used as an orthogonally protected building block in peptide synthesis. Propargyloxycarbonyl, commonly abbreviated as Poc or Pryoc, can either be used as alkyne component for standard Click conjugation or in combination with tetrazine linkers in copper-free Diels-Alder type Click reactions. It also has applications as unusual protecting group for amines, hydroxy functions and as esters. All 3 are stable to neat TFA, but can be cleaved at ambient temperature with Co2(CO)8 in TFA:DCM. Deprotection with other transition metals like palladium have also been reported. Boc-L-Phe(4-NH-Poc)-OH is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups. | |||||||||||||||||||||
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