(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-[(triphenylmethyl)carbamoyl]propanoic acid

• ChemBase ID: 38410
• Molecular Formular: C28H30N2O5
• Molecular Mass: 474.5482
• Monoisotopic Mass: 474.21547207
• SMILES: N(C(=O)C[C@@H](C(=O)O)NC(=O)OC(C)(C)C)C(c1ccccc1)(c1ccccc1)c1ccccc1
• Canonical SMILES: O=C(NC(c1ccccc1)(c1ccccc1)c1ccccc1)C[C@@H](C(=O)O)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C28H30N2O5/c1-27(2,3)35-26(34)29-23(25(32)33)19-24(31)30-28(20-13-7-4-8-14-20,21-15-9-5-10-16-21)22-17-11-6-12-18-22/h4-18,23H,19H2,1-3H3,(H,29,34)(H,30,31)(H,32,33)/t23-/m0/s1
• InChIKey: PYGOCFDOBSXROC-QHCPKHFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-[(triphenylmethyl)carbamoyl]propanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-3-(triphenylmethylcarbamoyl)propanoic acid
• Synonyms: Nα-Boc-Nγ-trityl-L-asparagine; Boc-Asn(Trt)-OH; N-Alpha-t-Boc-N-beta-trityl-asparagine; Boc-Asn(Trt)-OH; Nα-Boc-Nγ-三苯甲基-L-天冬酰胺

Database IDs

• CAS Number: 132388-68-2
• MDL Number: MFCD00153299
• Beilstein Number: 4339761
• PubChem SID: 24849549; 161001717
• PubChem CID: 11385960

CALCULATED PROPERTIES

• Acid pKa: 3.8808422
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 3.2210968
• LogD (pH = 7.4): 1.6218756
• Log P: 4.8452625
• Molar Refractivity: 133.1748 cm^3
• Polarizability: 51.538883 Å^3
• Polar Surface Area: 104.73 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~205 °C (dec.)
• Optical Rotation: [α]20/D -20±2°, c = 1% in methanol

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

Product Information

• Purity: ≥99.0% (TLC); 95+%
• Empirical Formula (Hill Notation): C28H30N2O5

DETAILS

Sigma Aldrich - 15562

Packaging
1 g in poly bottle