(4aS,7S,8R,8aS)-7-acetamido-6-hydroxy-2,2-dimethyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-yl acetate

• ChemBase ID: 90052
• Molecular Formular: C13H21NO7
• Molecular Mass: 303.30834
• Monoisotopic Mass: 303.13180202
• SMILES: OC1[C@H]([C@H]([C@H]2[C@@H](O1)COC(O2)(C)C)OC(=O)C)NC(=O)C
• Canonical SMILES: CC(=O)N[C@@H]1C(O)O[C@@H]2[C@H]([C@@H]1OC(=O)C)OC(OC2)(C)C
• InChI: InChI=1S/C13H21NO7/c1-6(15)14-9-11(19-7(2)16)10-8(20-12(9)17)5-18-13(3,4)21-10/h8-12,17H,5H2,1-4H3,(H,14,15)/t8-,9-,10+,11+,12?/m0/s1
• InChIKey: CVQHNAAVEIPJTK-GGGPIKAHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4aS,7S,8R,8aS)-7-acetamido-6-hydroxy-2,2-dimethyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-yl acetate
• IUPAC Traditional name: (4aS,7S,8R,8aS)-7-acetamido-6-hydroxy-2,2-dimethyl-hexahydropyrano[3,2-d][1,3]dioxin-8-yl acetate
• Synonyms: 2-Acetamido-2-deoxy-4,6-o-isopropylidene-D-glucopyranose

Database IDs

• MDL Number: MFCD01320362
• PubChem SID: 162076907
• PubChem CID: 71299563

CALCULATED PROPERTIES

• Acid pKa: 11.636542
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -1.0770249
• LogD (pH = 7.4): -1.077049
• Log P: -1.0770243
• Molar Refractivity: 68.3832 cm^3
• Polarizability: 28.118334 Å^3
• Polar Surface Area: 103.32 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 189-190°C

Safety Information

• Storage Warning: Irritant

DETAILS

Apollo Scientific Ltd - OR5835T

A useful synthetic intermediate for carbohydrate chemistry.