(2S)-2-{[(benzyloxy)carbonyl]amino}-3-(4-hydroxyphenyl)propanoic acid

• ChemBase ID: 73892
• Molecular Formular: C17H17NO5
• Molecular Mass: 315.32058
• Monoisotopic Mass: 315.11067265
• SMILES: OC(=O)[C@@H](NC(=O)OCc1ccccc1)Cc1ccc(cc1)O
• Canonical SMILES: O=C(N[C@H](C(=O)O)Cc1ccc(cc1)O)OCc1ccccc1
• InChI: InChI=1S/C17H17NO5/c19-14-8-6-12(7-9-14)10-15(16(20)21)18-17(22)23-11-13-4-2-1-3-5-13/h1-9,15,19H,10-11H2,(H,18,22)(H,20,21)/t15-/m0/s1
• InChIKey: MCRMUCXATQAAMN-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(benzyloxy)carbonyl]amino}-3-(4-hydroxyphenyl)propanoic acid
• IUPAC Traditional name: (2S)-2-{[(benzyloxy)carbonyl]amino}-3-(4-hydroxyphenyl)propanoic acid
• Synonyms: N-Cbz-L-tyrosine; Z-Tyr-OH; N-Benzyloxycarbonyl-L-tyrosine; (S)-2-(((Benzyloxy)carbonyl)amino)-3-(4-hydroxyphenyl)propanoic acid; (S)-N-(benzyloxycarbonyl)tyrosine; N-Benzyloxycarbonyl-L-Tyrosine; N-CBZ-L-TYROSINE; N-CARBOBENZOXY-L-TYROSINE; L-Tyrosine, N-CBZ protected; N-苄氧羰基-L-酪氨酸

Database IDs

• CAS Number: 1164-16-5
• EC Number: 214-609-6
• MDL Number: MFCD00037180; MFCDN/AN/AN/A3718N/A
• Beilstein Number: 2169918
• PubChem SID: 162038811
• PubChem CID: 712438

CALCULATED PROPERTIES

• Acid pKa: 3.6424954
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 1.082272
• LogD (pH = 7.4): -0.3944529
• Log P: 2.9366605
• Molar Refractivity: 82.7772 cm^3
• Polarizability: 32.17228 Å^3
• Polar Surface Area: 95.86 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 57-60°C; 93-96°C; 96°C
• Optical Rotation: +10 (c=3 in dioxane)

Safety Information

• Storage Condition: -20°C
• Storage Warning: Irritant
• TSCA Listed: 否

Product Information

• Purity: 97%; 98%; 99%, may contain up to ca 10% water

DETAILS

MP Biomedicals - 02100203

Crystalline

MP Biomedicals - 05206018

MP Biomedicals Rare Chemical collection