BOC-L-TYROSINE ETHYL ESTER

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Cat Number

INT72594775

CAS Number

72594-77-5

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Product Detail Description Customer Q&A

CAS Number

72594-77-5

Storage

2-8℃

Synonyms

2-TERT-BUTOXYCARBONYLAMINO-3-(4-HYDROXY-PHENYL)-PROPIONIC ACID ETHYL ESTER;ethyl (2S)-3-(4-hydroxyphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate;N-tert-Butoxycarbonyl-L-tyrosine ethyl ester;(S)-ethyl 2-(tert-butoxycarbonylamino)-3-(4-hydroxyphenyl)propanoate

Molecular Formula

C16H23NO5

Molecular Weight

309.36

Smiles

C(OCC)(=O)[C@H](CC1=CC=C(O)C=C1)NC(OC(C)(C)C)=O

Appearance

White to off-white solid

General Description

BOC-L-TYROSINE ETHYL ESTER is a fully protected L-tyrosine derivative with an N-terminal Boc group and a C-terminal ethyl ester. This compound provides a stable and versatile intermediate for the synthesis of tyrosine-containing small molecules.

Mechanism of Action

It functions as a dual-protected amino acid component. The ethyl ester protects the acid functionality while the Boc group protects the amine, leaving the phenolic hydroxyl group free for selective chemical modifications such as alkylation or acylation.

Application

It is primarily applied in the synthesis of opioid peptide analogs, specialty ligands, and as a starting material for the construction of complex tyrosine-based scaffolds in medicinal chemistry.