O-Benzyl-D-tyrosine

O-Benzyl-D-tyrosine is a D-tyrosine-derived amino acid derivative in which the phenolic hydroxyl of the tyrosine side chain is O-alkylated with a benzyl group, while the backbone retains the amino acid framework. The molecule contains a free carboxyl group and an amino group on the α-carbon, and it bears a benzyl-protected phenolic ether that modulates side-chain hydrogen-bonding and reduces phenolic reactivity relative to unprotected tyrosine. In peptide and amino acid synthesis, this protected analogue is employed as a building block to control chemoselectivity of the tyrosine side chain during coupling and to support downstream deprotection or further functionalization of the phenolic functionality.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: CP02133

CAS No:65733-15-5

Synonyms/Alias:65733-15-5;(R)-2-amino-3-(4-(benzyloxy)phenyl)propanoicacid;o-benzyl-d-tyrosine;H-D-Tyr(Bzl)-OH;O-Benzyl-D-Tyr;AC1LDUUO;PubChem18635;(R)-2-AMINO-3-(4-BENZYLOXYPHENYL)PROPANOICACID;AC1Q5R0V;SCHEMBL659105;CTK8G0140;MolPort-013-437-149;ZINC133162;0085AC;AR-1K8718;KM0949;AM82338;AJ-12168;AK111168;KB-59252;SC-09955;ST2402608;FT-0641030;(2R)-2-amino-3-(4-phenylmethoxyphenyl)propanoicacid

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M.F/Formula
C16H17NO3
M.W/Mr.
271.3
Abbr
H-D-Tyr (Bzl)-OH
InChI
1S/C16H17NO3/c17-15(16(18)19)10-12-6-8-14(9-7-12)20-11-13-4-2-1-3-5-13/h1-9,15H,10-11,17H2,(H,18,19)/t15-/m1/s1
InChI Key
KAFHLONDOVSENM-OAHLLOKOSA-N
Canonical SMILES
C1=CC=C(C=C1)COC2=CC=C(C=C2)CC(C(=O)O)N

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