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

• ChemBase ID: 38537
• Molecular Formular: C18H21NO4
• Molecular Mass: 315.36364
• Monoisotopic Mass: 315.14705816
• SMILES: c1ccc2c(c1)cc(cc2)C[C@@H](C(=O)O)NC(=O)OC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H](C(=O)O)Cc1ccc2c(c1)cccc2
• InChI: InChI=1S/C18H21NO4/c1-18(2,3)23-17(22)19-15(16(20)21)11-12-8-9-13-6-4-5-7-14(13)10-12/h4-10,15H,11H2,1-3H3,(H,19,22)(H,20,21)/t15-/m0/s1
• InChIKey: URKWHOVNPHQQTM-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(naphthalen-2-yl)propanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-3-(naphthalen-2-yl)propanoic acid
• Synonyms: Boc-2-Nal-OH; 3-Naphth-2-yl-D-alanine, N-BOC protected; Boc-2-Nal-OH; Boc-Ala(2-naphthyl)-OH; Boc-3-(2-naphthyl)-L-alanine; N-(tert-Butoxycarbonyl)-3-(2-naphthyl)-L-alanine; Boc-3-(2-萘基)-L-丙氨酸; 叔丁氧基羰基-3-(2-萘基)-L-丙氨酸; N-(叔丁氧基羰基)-3-(2-萘基)-L-丙氨酸

Database IDs

• CAS Number: 58438-04-3; 76985-10-9
• MDL Number: MFCD00079671; MFCD00076900
• Beilstein Number: 4326467
• PubChem SID: 24849482; 161001844; 24870530
• PubChem CID: 7020908

CALCULATED PROPERTIES

• Acid pKa: 4.1790338
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.2206411
• LogD (pH = 7.4): 0.5115769
• Log P: 3.559189
• Molar Refractivity: 86.4395 cm^3
• Polarizability: 34.967594 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~95 °C (dec.); 92-95 °C(lit.)
• Optical Rotation: [α]20/D +45±2°, c = 1% in ethanol; [α]22/D +46°, c = 1 in ethanol

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: ≥97.0% (HPLC); 97%
• Linear Formula: C10H7CH2CH[NHCO2C(CH3)3]CO2H
• Empirical Formula (Hill Notation): C18H21NO4

DETAILS

Sigma Aldrich - 15483

Packaging
1 g in poly tube

Sigma Aldrich - 468665

Packaging
500 mg in glass bottle