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

• ChemBase ID: 38536
• 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-/m1/s1
• InChIKey: URKWHOVNPHQQTM-OAHLLOKOSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 76985-10-9; 56583-58-5; 58438-04-3
• MDL Number: MFCD00076900; MFCD00079671
• Beilstein Number: 4200660
• PubChem SID: 24849473; 24891890; 161001843
• PubChem CID: 2734481

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: ~98 °C (dec.)
• Optical Rotation: [α]20/D -45±2°, 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
• Storage Temperature: -20°C

Product Information

• Purity: ≥97.0% (HPLC)
• Empirical Formula (Hill Notation): C18H21NO4

DETAILS

Sigma Aldrich - 15478

Packaging
1 g in poly tube