(2S,3R,4R,5R,6R)-3-acetamido-2-[(2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-oxo-3-(2-oxo-2-phenylethoxy)propoxy]-5-hydroxy-6-(hydroxymethyl)oxan-4-yl benzoate

• ChemBase ID: 161284
• Molecular Formular: C41H40N2O12
• Molecular Mass: 752.7625
• Monoisotopic Mass: 752.25812473
• SMILES: [C@@H]1(O[C@H]([C@@H]([C@@H]([C@@H]1NC(=O)C)OC(=O)c1ccccc1)O)CO)OC[C@@H](C(=O)OCC(=O)c1ccccc1)NC(=O)OCC1c2c(c3c1cccc3)cccc2
• Canonical SMILES: OC[C@@H]1O[C@H](OC[C@@H](C(=O)OCC(=O)c2ccccc2)NC(=O)OCC2c3ccccc3c3c2cccc3)[C@H]([C@H]([C@H]1O)OC(=O)c1ccccc1)NC(=O)C
• InChI: InChI=1S/C41H40N2O12/c1-24(45)42-35-37(55-38(48)26-14-6-3-7-15-26)36(47)34(20-44)54-40(35)52-22-32(39(49)51-23-33(46)25-12-4-2-5-13-25)43-41(50)53-21-31-29-18-10-8-16-27(29)28-17-9-11-19-30(28)31/h2-19,31-32,34-37,40,44,47H,20-23H2,1H3,(H,42,45)(H,43,50)/t32-,34+,35+,36-,37+,40-/m0/s1
• InChIKey: LZIGGMMKYBMLGA-LSPWVGJGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4R,5R,6R)-3-acetamido-2-[(2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-oxo-3-(2-oxo-2-phenylethoxy)propoxy]-5-hydroxy-6-(hydroxymethyl)oxan-4-yl benzoate
• IUPAC Traditional name: (2S,3R,4R,5R,6R)-3-acetamido-2-[(2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-oxo-3-(2-oxo-2-phenylethoxy)propoxy]-5-hydroxy-6-(hydroxymethyl)oxan-4-yl benzoate
• Synonyms: O-[2-(Acetylamino)-3-O-benzoyl-2-deoxy-α-D-galactopyranosyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-serine 2-Oxo-2-phenylethyl Ester; 3-O-Benzoyl-N-acetyl-α-D-galactosaminyl-1-O-N-(Fmoc)serine Phenacylester

Database IDs

• CAS Number: 172939-67-2
• PubChem SID: 162255419
• PubChem CID: 71313701

CALCULATED PROPERTIES

• Acid pKa: 11.884116
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): 3.8129523
• LogD (pH = 7.4): 3.81294
• Log P: 3.8129525
• Molar Refractivity: 194.1282 cm^3
• Polarizability: 77.644485 Å^3
• Polar Surface Area: 196.02 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Ethyl Acetate; Methanol
• Apperance: Off-White Solid
• Melting Point: 139-140°C

DETAILS

Toronto Research Chemicals - B207950

A useful glycopeptide intermediate.