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

• ChemBase ID: 131043
• Molecular Formular: C17H19NO6
• Molecular Mass: 333.33586
• Monoisotopic Mass: 333.12123733
• SMILES: c1ccc(cc1)COC(=O)N[C@@H](Cc1ccc(cc1)O)C(=O)O.O
• Canonical SMILES: O=C(N[C@H](C(=O)O)Cc1ccc(cc1)O)OCc1ccccc1.O
• InChI: InChI=1S/C17H17NO5.H2O/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);1H2/t15-;/m0./s1
• InChIKey: BBPCQKGWAVVMSL-RSAXXLAASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(benzyloxy)carbonyl]amino}-3-(4-hydroxyphenyl)propanoic acid hydrate
• IUPAC Traditional name: (2S)-2-{[(benzyloxy)carbonyl]amino}-3-(4-hydroxyphenyl)propanoic acid hydrate
• Synonyms: N-Carbobenzyloxy-L-tyrosine; Z-L-Tyrosine; Z-Tyr-OH; N-苄氧羰基-L-酪氨酸; Z-L-酪氨酸

Database IDs

• CAS Number: 1164-16-5
• EC Number: 214-609-6
• MDL Number: MFCD00191899
• Beilstein Number: 2169918
• PubChem SID: 162225321; 24890393; 24870667
• PubChem CID: 16213135

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; 57-60 °C(lit.)
• Optical Rotation: [α]20/D +10.0±0.5°, c = 3% in acetic acid (dry matter); [α]22/D +11°, c = 1 in acetic acid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98.0% (HPLC); 97%
• Grade: purum
• Impurities: ≤10% water
• Linear Formula: HOC6H4CH2CH(NHCOOCH2C6H5)COOH

DETAILS

Sigma Aldrich - 470597

Packaging
5, 25 g in glass bottle