2,5-dioxopyrrolidin-1-yl (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-phenylpropanoate

• ChemBase ID: 130904
• Molecular Formular: C18H22N2O6
• Molecular Mass: 362.37708
• Monoisotopic Mass: 362.14778643
• SMILES: CC(C)(C)OC(=O)N[C@H](Cc1ccccc1)C(=O)ON1C(=O)CCC1=O
• Canonical SMILES: O=C([C@@H](Cc1ccccc1)NC(=O)OC(C)(C)C)ON1C(=O)CCC1=O
• InChI: InChI=1S/C18H22N2O6/c1-18(2,3)25-17(24)19-13(11-12-7-5-4-6-8-12)16(23)26-20-14(21)9-10-15(20)22/h4-8,13H,9-11H2,1-3H3,(H,19,24)/t13-/m1/s1
• InChIKey: NHUCANAMPJGMQL-CYBMUJFWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-phenylpropanoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl (2R)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoate
• Synonyms: Boc-D-phenylalanine N-hydroxysuccinimide ester; Boc-D-Phe-OSu; Boc-D-苯丙氨酸 N-羟基琥珀酰亚胺酯

Database IDs

• CAS Number: 3674-18-8
• MDL Number: MFCD00069688
• Beilstein Number: 1555676
• PubChem SID: 24849164; 162225182
• PubChem CID: 11164339

CALCULATED PROPERTIES

• Acid pKa: 13.178135
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.9392978
• LogD (pH = 7.4): 1.9392972
• Log P: 1.9392978
• Molar Refractivity: 90.5431 cm^3
• Polarizability: 35.74602 Å^3
• Polar Surface Area: 102.01 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 149-153 °C
• Optical Rotation: [α]20/D +21±1°, c = 1% in dioxane

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: ≥96.0% (calc. based on dry substance, C/N)
• Empirical Formula (Hill Notation): C18H22N2O6