(2S)-3-[(benzyloxy)(nitroso)amino]-2-{[(benzyloxy)carbonyl]amino}propanoic acid

• ChemBase ID: 175436
• Molecular Formular: C18H19N3O6
• Molecular Mass: 373.35996
• Monoisotopic Mass: 373.12738534
• SMILES: C(ON(C[C@@H](C(=O)O)NC(=O)OCc1ccccc1)N=O)c1ccccc1
• Canonical SMILES: O=NN(C[C@@H](C(=O)O)NC(=O)OCc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C18H19N3O6/c22-17(23)16(19-18(24)26-12-14-7-3-1-4-8-14)11-21(20-25)27-13-15-9-5-2-6-10-15/h1-10,16H,11-13H2,(H,19,24)(H,22,23)/t16-/m0/s1
• InChIKey: IHMWYJBQUYYPCU-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-[(benzyloxy)(nitroso)amino]-2-{[(benzyloxy)carbonyl]amino}propanoic acid
• IUPAC Traditional name: (2S)-3-[(benzyloxy)(nitroso)amino]-2-{[(benzyloxy)carbonyl]amino}propanoic acid
• Synonyms: 3-[Nitroso(phenylmethoxy)amino]-N-[(phenylmethoxy)carbonyl]-L-alanine; 3-[Nitroso(benzyloxy)amino]-N-(carbobenzyloxy)-L-alanine; 3-[Nitroso(benzyloxy)amino]-N-[(benzyloxy)carbonyl]-L-alanine

Database IDs

• CAS Number: 832090-73-0
• PubChem SID: 164231346
• PubChem CID: 11314784

CALCULATED PROPERTIES

• Acid pKa: 3.5451214
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 1.0214932
• LogD (pH = 7.4): -0.39165923
• Log P: 2.9697566
• Molar Refractivity: 95.473 cm^3
• Polarizability: 36.630882 Å^3
• Polar Surface Area: 117.53 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane
• Apperance: Pale Yellow Solid

DETAILS

Toronto Research Chemicals - N525100

Intermediate for synthesis of L-Alanosine.