methyl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-(4-hydroxyphenyl)propanoate

• ChemBase ID: 150166
• Molecular Formular: C18H19NO5
• Molecular Mass: 329.34716
• Monoisotopic Mass: 329.12632271
• SMILES: COC(=O)[C@H](Cc1ccc(cc1)O)NC(=O)OCc1ccccc1
• Canonical SMILES: COC(=O)[C@H](Cc1ccc(cc1)O)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C18H19NO5/c1-23-17(21)16(11-13-7-9-15(20)10-8-13)19-18(22)24-12-14-5-3-2-4-6-14/h2-10,16,20H,11-12H2,1H3,(H,19,22)/t16-/m0/s1
• InChIKey: SLLMDHBKALJDBW-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-(4-hydroxyphenyl)propanoate
• IUPAC Traditional name: methyl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-(4-hydroxyphenyl)propanoate
• Synonyms: Z-L-Tyrosine methyl ester; N-Cbz-L-tyrosine methyl ester; Z-L-酪氨酸甲酯

Database IDs

• CAS Number: 13512-31-7
• MDL Number: MFCD00038784
• PubChem SID: 24878750; 162244327
• PubChem CID: 7010613

CALCULATED PROPERTIES

• Acid pKa: 9.503829
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.082512
• LogD (pH = 7.4): 3.0791686
• Log P: 3.0825546
• Molar Refractivity: 87.5463 cm^3
• Polarizability: 34.25497 Å^3
• Polar Surface Area: 84.86 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 93-97 °C(lit.)
• Optical Rotation: [α]20/D +48°, c = 1 in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95+%; 97%
• Optical Purity: ee: 99% (HPLC)
• Linear Formula: 4-(HO)C6H4CH2CH(NHCO2CH2C6H5)CO2CH3

DETAILS

Sigma Aldrich - 547069

Packaging
1 g in glass bottle