(2R)-2-{[(tert-butoxy)carbonyl]amino}-3-phenylpropanoic acid

• ChemBase ID: 69593
• Molecular Formular: C14H19NO4
• Molecular Mass: 265.30496
• Monoisotopic Mass: 265.13140809
• SMILES: C(=O)([C@H](NC(=O)OC(C)(C)C)Cc1ccccc1)O
• Canonical SMILES: OC(=O)[C@@H](Cc1ccccc1)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C14H19NO4/c1-14(2,3)19-13(18)15-11(12(16)17)9-10-7-5-4-6-8-10/h4-8,11H,9H2,1-3H3,(H,15,18)(H,16,17)/t11-/m1/s1
• InChIKey: ZYJPUMXJBDHSIF-LLVKDONJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-phenylpropanoic acid
• IUPAC Traditional name: (2R)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoic acid
• Synonyms: Boc-D-phenylalanine; Boc-D-Phe-OH; N-Boc-D-phenylalanine; Boc-D-苯丙氨酸

Database IDs

• CAS Number: 18942-49-9
• MDL Number: MFCD00063149
• Beilstein Number: 4695945
• PubChem SID: 24849483; 162035319
• PubChem CID: 637610

CALCULATED PROPERTIES

• Acid pKa: 4.0592823
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.1170568
• LogD (pH = 7.4): -0.5543741
• Log P: 2.5697124
• Molar Refractivity: 69.9893 cm^3
• Polarizability: 27.498814 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 78-87 °C
• Optical Rotation: [α]20/D -25±1°, c = 1% in ethanol

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (sum of enantiomers, TLC); 95+%; 98%
• Empirical Formula (Hill Notation): C14H19NO4

DETAILS

Sigma Aldrich - 15484

Packaging
5 g in poly bottle