[(2R,3S,6S)-3-(acetyloxy)-6-ethoxy-3,6-dihydro-2H-pyran-2-yl]methyl acetate

• ChemBase ID: 138954
• Molecular Formular: C12H18O6
• Molecular Mass: 258.26772
• Monoisotopic Mass: 258.1103383
• SMILES: CCO[C@@H]1C=C[C@@H]([C@H](O1)COC(=O)C)OC(=O)C
• Canonical SMILES: CCO[C@@H]1C=C[C@@H]([C@H](O1)COC(=O)C)OC(=O)C
• InChI: InChI=1S/C12H18O6/c1-4-15-12-6-5-10(17-9(3)14)11(18-12)7-16-8(2)13/h5-6,10-12H,4,7H2,1-3H3/t10-,11+,12-/m0/s1
• InChIKey: OSPOBRCWZOKNRC-TUAOUCFPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,6S)-3-(acetyloxy)-6-ethoxy-3,6-dihydro-2H-pyran-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,6S)-3-(acetyloxy)-6-ethoxy-3,6-dihydro-2H-pyran-2-yl]methyl acetate
• Synonyms: Ethyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside; 4,6-二-O-乙酰基-2,3-二脱氧-α-D-赤式-六-2-烯桥吡喃糖苷乙酯

Database IDs

• CAS Number: 3323-72-6
• MDL Number: MFCD00040569
• Beilstein Number: 88084
• PubChem SID: 24862737; 24845478; 162233205
• PubChem CID: 11821262

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 0.7375316
• LogD (pH = 7.4): 0.7375316
• Log P: 0.7375316
• Molar Refractivity: 62.1198 cm^3
• Polarizability: 24.897358 Å^3
• Polar Surface Area: 71.06 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: methylene chloride: soluble0.1 g/mL, clear
• Melting Point: 77-79 °C; 77-79 °C(lit.)
• Optical Rotation: [α]20/D +122±2°, c = 1% in methylene chloride; [α]26/D +122°, c = 1 in methylene chloride

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (sum of enantiomers, GC); 99%
• Grade: purum
• Empirical Formula (Hill Notation): C12H18O6

DETAILS

Sigma Aldrich - 03400

Other Notes
Chiral building block derived from glucose1;