(2S)-3-[4-({[(2-bromophenyl)methoxy]carbonyl}oxy)phenyl]-2-{[(tert-butoxy)carbonyl]amino}propanoic acid

• ChemBase ID: 152859
• Molecular Formular: C22H24BrNO7
• Molecular Mass: 494.33246
• Monoisotopic Mass: 493.07361411
• SMILES: CC(C)(C)OC(=O)N[C@@H](Cc1ccc(cc1)OC(=O)OCc1ccccc1Br)C(=O)O
• Canonical SMILES: O=C(Oc1ccc(cc1)C[C@@H](C(=O)O)NC(=O)OC(C)(C)C)OCc1ccccc1Br
• InChI: InChI=1S/C22H24BrNO7/c1-22(2,3)31-20(27)24-18(19(25)26)12-14-8-10-16(11-9-14)30-21(28)29-13-15-6-4-5-7-17(15)23/h4-11,18H,12-13H2,1-3H3,(H,24,27)(H,25,26)/t18-/m0/s1
• InChIKey: UYWMYJQSTUVRHR-SFHVURJKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-[4-({[(2-bromophenyl)methoxy]carbonyl}oxy)phenyl]-2-{[(tert-butoxy)carbonyl]amino}propanoic acid
• IUPAC Traditional name: (2S)-3-[4-({[(2-bromophenyl)methoxy]carbonyl}oxy)phenyl]-2-[(tert-butoxycarbonyl)amino]propanoic acid
• Synonyms: Boc-O-(2-bromo-Z)-L-tyrosine; Boc-Tyr(2-Br-Z)-OH; Boc-O-(2-溴-Z)-L-酪氨酸

Database IDs

• CAS Number: 47689-67-8
• MDL Number: MFCD00037098
• Beilstein Number: 3598852
• PubChem SID: 162247002; 24849425
• PubChem CID: 12898155

CALCULATED PROPERTIES

• Acid pKa: 3.4390721
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.239324
• LogD (pH = 7.4): 1.8967868
• Log P: 5.28949
• Molar Refractivity: 114.9807 cm^3
• Polarizability: 45.10153 Å^3
• Polar Surface Area: 111.16 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 112-115 °C
• Optical Rotation: [α]20/D +8.0±1.0°, c = 1% in methanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (sum of enantiomers, TLC)
• Empirical Formula (Hill Notation): C22H24BrNO7

DETAILS

Sigma Aldrich - 15431

Packaging
5, 25 g in poly bottle