methyl (2S)-3-[4-(benzyloxy)-3-methoxyphenyl]-2-{[(benzyloxy)carbonyl]amino}propanoate

• ChemBase ID: 161428
• Molecular Formular: C26H27NO6
• Molecular Mass: 449.49568
• Monoisotopic Mass: 449.18383759
• SMILES: c1c(c(ccc1C[C@H](NC(=O)OCc1ccccc1)C(=O)OC)OCc1ccccc1)OC
• Canonical SMILES: COC(=O)[C@H](Cc1ccc(c(c1)OC)OCc1ccccc1)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C26H27NO6/c1-30-24-16-21(13-14-23(24)32-17-19-9-5-3-6-10-19)15-22(25(28)31-2)27-26(29)33-18-20-11-7-4-8-12-20/h3-14,16,22H,15,17-18H2,1-2H3,(H,27,29)/t22-/m0/s1
• InChIKey: YCRQPRYBXXTANN-QFIPXVFZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-3-[4-(benzyloxy)-3-methoxyphenyl]-2-{[(benzyloxy)carbonyl]amino}propanoate
• IUPAC Traditional name: methyl (2S)-3-[4-(benzyloxy)-3-methoxyphenyl]-2-{[(benzyloxy)carbonyl]amino}propanoate
• Synonyms: 3-Methoxy-N-[(phenylmethoxy)carbonyl]-O-(phenylmethyl)-L-tyrosine Methyl Ester; 4-O-Benzyl-N-[(benzyloxy)carbonyl]-3-O-methyl-L-DOPA Methyl Ester

Database IDs

• CAS Number: 881911-31-5
• PubChem SID: 162255563
• PubChem CID: 71313778

CALCULATED PROPERTIES

• Rotatable Bonds: 12
• Lipinski's Rule of Five: true
• Acid pKa: 12.989968
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 4.7952504
• LogD (pH = 7.4): 4.7952495
• Log P: 4.7952504
• Molar Refractivity: 123.1044 cm^3
• Polarizability: 48.261585 Å^3
• Polar Surface Area: 83.09 Å^2

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Light Yellow Solid

DETAILS

Toronto Research Chemicals - B232900

Intermediate in the preparation of a L-DOPA (D533751) metabolite.