(1S,2S)-1,2-bis[(2R)-1,4-dioxaspiro[4.5]decan-2-yl]ethane-1,2-diol

• ChemBase ID: 151178
• Molecular Formular: C18H30O6
• Molecular Mass: 342.4272
• Monoisotopic Mass: 342.20423868
• SMILES: C1CCC2(CC1)OC[C@@H](O2)[C@H]([C@@H]([C@H]1COC2(O1)CCCCC2)O)O
• Canonical SMILES: O[C@@H]([C@@H]([C@H]1COC2(O1)CCCCC2)O)[C@H]1COC2(O1)CCCCC2
• InChI: InChI=1S/C18H30O6/c19-15(13-11-21-17(23-13)7-3-1-4-8-17)16(20)14-12-22-18(24-14)9-5-2-6-10-18/h13-16,19-20H,1-12H2/t13-,14-,15-,16-/m1/s1
• InChIKey: DFWHMBZZFDLOTN-KLHDSHLOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S)-1,2-bis[(2R)-1,4-dioxaspiro[4.5]decan-2-yl]ethane-1,2-diol
• IUPAC Traditional name: (1S,2S)-1,2-bis[(2R)-1,4-dioxaspiro[4.5]decan-2-yl]ethane-1,2-diol
• Synonyms: 1,2:5,6-Di-O-cyclohexylidene-D-mannitol; 1,2:5,6-二-O-亚环己基-D-甘露醇

Database IDs

• CAS Number: 76779-67-4
• MDL Number: MFCD09863049
• Beilstein Number: 4235336
• PubChem SID: 24862667; 162245335; 24862739
• PubChem CID: 11336817

CALCULATED PROPERTIES

• Acid pKa: 12.760136
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 2.1840084
• LogD (pH = 7.4): 2.1840065
• Log P: 2.1840084
• Molar Refractivity: 86.2904 cm^3
• Polarizability: 35.05158 Å^3
• Polar Surface Area: 77.38 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 103-104 °C; 103-105 °C(lit.)
• Optical Rotation: [α]20/D +5.8°, c = 3 in methylene chloride; [α]20/D +6.0±0.5°, c = 3% 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% (CH); 98%
• Grade: purum
• Empirical Formula (Hill Notation): C18H30O6

DETAILS

Sigma Aldrich - 367303

Packaging
5, 25 g in glass bottle

Sigma Aldrich - 36655

Other Notes
Starting material for preparing the unstable 2,3-O-cyclohexylidene-D-glyceraldehyde 1; this aldehyde was employed in highly diastereoselective addition reactions 2,3