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

• ChemBase ID: 38936
• Molecular Formular: C14H18ClNO4
• Molecular Mass: 299.75002
• Monoisotopic Mass: 299.09243574
• SMILES: c1cc(c(cc1)C[C@@H](C(=O)O)NC(=O)OC(C)(C)C)Cl
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H](C(=O)O)Cc1ccccc1Cl
• InChI: InChI=1S/C14H18ClNO4/c1-14(2,3)20-13(19)16-11(12(17)18)8-9-6-4-5-7-10(9)15/h4-7,11H,8H2,1-3H3,(H,16,19)(H,17,18)/t11-/m0/s1
• InChIKey: TUUQJNHCVFJMPU-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 80102-23-4; 114873-02-8
• MDL Number: MFCD00801056; MFCD00672514
• Beilstein Number: 8778440
• PubChem SID: 161002243; 24848847
• PubChem CID: 2761463

CALCULATED PROPERTIES

• Acid pKa: 3.8244765
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.4951982
• LogD (pH = 7.4): -0.07721409
• Log P: 3.173757
• Molar Refractivity: 74.7941 cm^3
• Polarizability: 29.416647 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 94-100 °C
• Optical Rotation: [α]20/D -24.5±1°, 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: ≥98.0% (TLC)
• Empirical Formula (Hill Notation): C14H18ClNO4

DETAILS

Sigma Aldrich - 15021

Packaging
1 g in poly tube
5 g in poly bottle