4-[(benzyloxy)carbonyl]-1-[(tert-butoxy)carbonyl]piperazine-2-carboxylic acid

• ChemBase ID: 90946
• Molecular Formular: C18H24N2O6
• Molecular Mass: 364.39296
• Monoisotopic Mass: 364.1634365
• SMILES: O(Cc1ccccc1)C(=O)N1CC(N(CC1)C(=O)OC(C)(C)C)C(=O)O
• Canonical SMILES: OC(=O)C1CN(CCN1C(=O)OC(C)(C)C)C(=O)OCc1ccccc1
• InChI: InChI=1S/C18H24N2O6/c1-18(2,3)26-17(24)20-10-9-19(11-14(20)15(21)22)16(23)25-12-13-7-5-4-6-8-13/h4-8,14H,9-12H2,1-3H3,(H,21,22)
• InChIKey: SREPAMKILVVDSP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(benzyloxy)carbonyl]-1-[(tert-butoxy)carbonyl]piperazine-2-carboxylic acid
• IUPAC Traditional name: 4-[(benzyloxy)carbonyl]-1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid
• Synonyms: 4-(Benzyloxycarbonyl)-1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid; Piperazine-2-carboxylic acid, N1-BOC protected, N4-CBZ protected 97%; 4-((Benzyloxy)carbonyl)-1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid; Piperazine-1,2,4-tricarboxylic acid 4-benzyl ester 1-tert-butyl ester

Database IDs

• CAS Number: 149057-19-2
• MDL Number: MFCD01631192; MFCD02683055
• PubChem SID: 162077650
• PubChem CID: 2756778

CALCULATED PROPERTIES

• Acid pKa: 3.6909437
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.39047647
• LogD (pH = 7.4): -1.1110669
• Log P: 2.1980324
• Molar Refractivity: 92.0759 cm^3
• Polarizability: 36.108807 Å^3
• Polar Surface Area: 96.38 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 150-152°C

Safety Information

• Storage Warning: Irritant

Product Information

• Purity: 95+%; 97%