(2R)-2-{[(tert-butoxy)carbonyl]amino}-3-(naphthalen-1-yl)propanoic acid

• ChemBase ID: 38534
• Molecular Formular: C18H21NO4
• Molecular Mass: 315.36364
• Monoisotopic Mass: 315.14705816
• SMILES: c1ccc2c(c1)c(ccc2)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)Cc1cccc2c1cccc2
• InChI: InChI=1S/C18H21NO4/c1-18(2,3)23-17(22)19-15(16(20)21)11-13-9-6-8-12-7-4-5-10-14(12)13/h4-10,15H,11H2,1-3H3,(H,19,22)(H,20,21)/t15-/m1/s1
• InChIKey: KHHIGWRTNILXLL-OAHLLOKOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-(naphthalen-1-yl)propanoic acid
• IUPAC Traditional name: (2R)-2-[(tert-butoxycarbonyl)amino]-3-(naphthalen-1-yl)propanoic acid
• Synonyms: Boc-3-(1-naphthyl)-D-alanine; Boc-D-1-Nal-OH; 3-Naphth-1-yl-D-alanine, N-BOC protected; Boc-D-1-Nal-OH; Boc-3-(1-萘基)-D-丙氨酸

Database IDs

• CAS Number: 76932-48-4
• MDL Number: MFCD00079668
• Beilstein Number: 6180114
• PubChem SID: 24849032; 161001841; 24871646
• PubChem CID: 2734502

CALCULATED PROPERTIES

• Acid pKa: 4.182688
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.2241063
• LogD (pH = 7.4): 0.51402855
• Log P: 3.559189
• Molar Refractivity: 86.4395 cm^3
• Polarizability: 34.968025 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 145-148 °C(lit.)
• Optical Rotation: [α]22/D +53°, c = 2.5 in methanol

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); 97%
• Linear Formula: C10H7CH2CH[NHCO2C(CH3)3]CO2H

DETAILS

Sigma Aldrich - 479764

Packaging
500 mg in glass bottle

Sigma Aldrich - 15045

Packaging
1 g in poly tube