(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(4-iodophenyl)propanoic acid

• ChemBase ID: 38989
• Molecular Formular: C14H18INO4
• Molecular Mass: 391.20149
• Monoisotopic Mass: 391.02805606
• SMILES: c1(ccc(cc1)C[C@@H](C(=O)O)NC(=O)OC(C)(C)C)I
• Canonical SMILES: OC(=O)[C@H](Cc1ccc(cc1)I)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C14H18INO4/c1-14(2,3)20-13(19)16-11(12(17)18)8-9-4-6-10(15)7-5-9/h4-7,11H,8H2,1-3H3,(H,16,19)(H,17,18)/t11-/m0/s1
• InChIKey: JZLZDBGQWRBTHN-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(4-iodophenyl)propanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-3-(4-iodophenyl)propanoic acid
• Synonyms: 4-Iodo-L-phenylalanine, N-BOC protected; Boc-4-iodo-L-phenylalanine; Boc-4-iodo-L-phenylalanine; Boc-Phe(4-I)-OH; Boc-Phe(4-I)-OH; N-Boc-4-iodo-L-phenylalanine; L-N-(tert-Butoxycarbonyl)-4-iodophenylalanine; Boc-4-碘-L-苯丙氨酸; N-Boc-4-碘-L-苯基丙氨酸

Database IDs

• CAS Number: 62129-44-6
• MDL Number: MFCD00037119
• Beilstein Number: 4503851
• PubChem SID: 24849344; 161002296
• PubChem CID: 2755956

CALCULATED PROPERTIES

• Acid pKa: 3.2149887
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.2354555
• LogD (pH = 7.4): 0.055887543
• Log P: 3.498657
• Molar Refractivity: 83.3518 cm^3
• Polarizability: 32.732452 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~150 °C (dec.); 150(dec.)°C; 150°C dec.
• Optical Rotation: [α]20/D +22.5±3°, c = 1% in ethyl acetate; +22.5 (c=1 in ethyl acetate)

Safety Information

• Storage Warning: IRRITANT; Irritant/Light Sensitive/Keep Cold; Light Sensitive
• German water hazard class: 3
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (TLC); 95%; 98%
• Linear Formula: (CH3)3COCONHCH(COOH)CH2C6H4I

DETAILS

Sigma Aldrich - 15346

Packaging
5 g in glass bottle