4-nitrophenyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-phenylpropanoate

• ChemBase ID: 102311
• Molecular Formular: C20H22N2O6
• Molecular Mass: 386.39848
• Monoisotopic Mass: 386.14778643
• SMILES: CC(C)(C)OC(=O)N[C@@H](Cc1ccccc1)C(=O)Oc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: O=C([C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)Oc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C20H22N2O6/c1-20(2,3)28-19(24)21-17(13-14-7-5-4-6-8-14)18(23)27-16-11-9-15(10-12-16)22(25)26/h4-12,17H,13H2,1-3H3,(H,21,24)/t17-/m0/s1
• InChIKey: QZIWWFMMLBBICG-KRWDZBQOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-nitrophenyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-phenylpropanoate
• IUPAC Traditional name: 4-nitrophenyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoate
• Synonyms: N-α-t-BOC-L-PHENYLALANINE-p-NITROPHENYL ESTER; Boc-L-phenylalanine 4-nitrophenyl ester; Boc-Phe-ONp; Boc-L-苯丙氨酸 4-硝基苯酯

Database IDs

• CAS Number: 7535-56-0
• EC Number: 231-404-7; 237-305-5
• MDL Number: MFCD00042811
• Beilstein Number: 1895465
• PubChem SID: 24849480; 162088690
• PubChem CID: 111308

CALCULATED PROPERTIES

• Acid pKa: 12.702714
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 4.313549
• LogD (pH = 7.4): 4.313547
• Log P: 4.313549
• Molar Refractivity: 101.8607 cm^3
• Polarizability: 39.205788 Å^3
• Polar Surface Area: 110.45 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 127-128 °C
• Optical Rotation: [α]20/D -21.5±0.5°, c = 2% in DMF

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥99.0% (HPLC)
• Empirical Formula (Hill Notation): C20H22N2O6

DETAILS

MP Biomedicals - 02101091

Crystalline

Sigma Aldrich - 15482

Packaging
5 g in glass bottle