(2R,3S,4E)-2-{[(tert-butoxy)carbonyl]amino}-3-hydroxyoctadec-4-en-1-yl 2,2-dimethylpropanoate

• ChemBase ID: 162638
• Molecular Formular: C28H53NO5
• Molecular Mass: 483.72412
• Monoisotopic Mass: 483.3923738
• SMILES: C(CCCCCCCCCCC/C=C/[C@@H]([C@@H](COC(=O)C(C)(C)C)NC(=O)OC(C)(C)C)O)C
• Canonical SMILES: CCCCCCCCCCCCC/C=C/[C@@H]([C@H](NC(=O)OC(C)(C)C)COC(=O)C(C)(C)C)O
• InChI: InChI=1S/C28H53NO5/c1-8-9-10-11-12-13-14-15-16-17-18-19-20-21-24(30)23(22-33-25(31)27(2,3)4)29-26(32)34-28(5,6)7/h20-21,23-24,30H,8-19,22H2,1-7H3,(H,29,32)/b21-20+/t23-,24+/m1/s1
• InChIKey: FNDFSKJECZVDNY-MBWHONKMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4E)-2-{[(tert-butoxy)carbonyl]amino}-3-hydroxyoctadec-4-en-1-yl 2,2-dimethylpropanoate
• IUPAC Traditional name: (2R,3S,4E)-2-[(tert-butoxycarbonyl)amino]-3-hydroxyoctadec-4-en-1-yl 2,2-dimethylpropanoate
• Synonyms: N-Boc-1-pivaloyl D-erythro-Sphingosine

Database IDs

• CAS Number: 342649-71-2
• PubChem SID: 162256773
• PubChem CID: 46783708

CALCULATED PROPERTIES

• Acid pKa: 13.7795
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 8.299339
• LogD (pH = 7.4): 8.299339
• Log P: 8.299339
• Molar Refractivity: 139.6189 cm^3
• Polarizability: 55.34083 Å^3
• Polar Surface Area: 84.86 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B663880

A protected Sphingosine.