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

• ChemBase ID: 38985
• Molecular Formular: C14H18ClNO4
• Molecular Mass: 299.75002
• Monoisotopic Mass: 299.09243574
• SMILES: c1(ccc(cc1)C[C@@H](C(=O)O)NC(=O)OC(C)(C)C)Cl
• Canonical SMILES: OC(=O)[C@H](Cc1ccc(cc1)Cl)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C14H18ClNO4/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: BETBOAZCLSJOBQ-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(4-chlorophenyl)propanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-3-(4-chlorophenyl)propanoic acid
• Synonyms: Boc-4-chloro-L-phenylalanine; Boc-Phe(4-Cl)-OH; 4-Chloro-D-phenylalanine, N-BOC protected; Boc-4-chloro-L-phenylalanine; Boc-L-4-氯苯丙氨酸

Database IDs

• CAS Number: 68090-88-0; 57292-44-1
• MDL Number: MFCD00057808; MFCD00076978
• Beilstein Number: 4261946
• PubChem SID: 161002292; 24849466
• PubChem CID: 2734499

CALCULATED PROPERTIES

• Acid pKa: 3.8247254
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.4954386
• LogD (pH = 7.4): -0.07709631
• Log P: 3.173757
• Molar Refractivity: 74.7941 cm^3
• Polarizability: 29.413805 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~110 °C
• Optical Rotation: [α]20/D +26±3°, c = 1% in ethyl acetate

Safety Information

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

Product Information

• Purity: ≥96.0% (TLC)
• Empirical Formula (Hill Notation): C14H18ClNO4

DETAILS

Sigma Aldrich - 15472

Packaging
1 g in poly tube