(1S,6R,7S,7aS)-7a-{[(tert-butyldimethylsilyl)oxy]methyl}-7-hydroxy-6-methyl-1-(propan-2-yl)-hexahydropyrrolo[1,2-c][1,3]oxazol-5-one

• ChemBase ID: 160915
• Molecular Formular: C17H33NO4Si
• Molecular Mass: 343.53372
• Monoisotopic Mass: 343.21788507
• SMILES: C1N2[C@]([C@@H](O1)C(C)C)([C@H]([C@H](C2=O)C)O)CO[Si](C)(C)C(C)(C)C
• Canonical SMILES: CC([C@@H]1OCN2[C@@]1(CO[Si](C(C)(C)C)(C)C)[C@@H](O)[C@H](C2=O)C)C
• InChI: InChI=1S/C17H33NO4Si/c1-11(2)14-17(9-22-23(7,8)16(4,5)6)13(19)12(3)15(20)18(17)10-21-14/h11-14,19H,9-10H2,1-8H3/t12-,13+,14+,17+/m1/s1
• InChIKey: SNCGIBQNVLXTJR-FHIRATQRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,6R,7S,7aS)-7a-{[(tert-butyldimethylsilyl)oxy]methyl}-7-hydroxy-6-methyl-1-(propan-2-yl)-hexahydropyrrolo[1,2-c][1,3]oxazol-5-one
• IUPAC Traditional name: (1S,6R,7S,7aS)-7a-{[(tert-butyldimethylsilyl)oxy]methyl}-7-hydroxy-1-isopropyl-6-methyl-tetrahydropyrrolo[1,2-c][1,3]oxazol-5-one
• Synonyms: [1S-(1α,6α,7α,7aα)]-7a-[[[(1,1-Dimethylethyl)dimethylsilyl]oxy]methyl]tetrahydro-7-hydroxy-6-methyl-1-(1-methylethyl)-3H,5H-pyrrolo[1,2-c]oxazol-5-one; (3R,4S,5S,6S)-1-Aza-5-(t-butyldimethylsilyloxymethyl)-4-hydroxy-6-isopropyl-3-methyl-7-oxabicyclo[3.3.0]-octan-2-one

Database IDs

• CAS Number: 145451-95-2
• PubChem SID: 162255050
• PubChem CID: 11035303

CALCULATED PROPERTIES

• Acid pKa: 13.7636175
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.4773
• LogD (pH = 7.4): 2.4773
• Log P: 2.4773
• Molar Refractivity: 85.9352 cm^3
• Polarizability: 36.75531 Å^3
• Polar Surface Area: 59.0 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; Ethanol; Methanol
• Apperance: White Solid
• Melting Point: 98-99°C