(3aR,5S,6S,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxole-5-carbaldehyde

• ChemBase ID: 134514
• Molecular Formular: C9H14O5
• Molecular Mass: 202.20446
• Monoisotopic Mass: 202.08412355
• SMILES: CC1(O[C@@H]2[C@H]([C@H](O[C@@H]2O1)C=O)OC)C
• Canonical SMILES: O=C[C@H]1O[C@H]2[C@@H]([C@H]1OC)OC(O2)(C)C
• InChI: InChI=1S/C9H14O5/c1-9(2)13-7-6(11-3)5(4-10)12-8(7)14-9/h4-8H,1-3H3/t5-,6+,7-,8-/m1/s1
• InChIKey: BFEXGNFZCNYWCG-ULAWRXDQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,5S,6S,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxole-5-carbaldehyde
• IUPAC Traditional name: (3aR,5S,6S,6aR)-6-methoxy-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxole-5-carbaldehyde
• Synonyms: 1,2-O-Isopropylidene-3-O-methyl-α-D-xylopentodialdofuranose-(1,4); 1,2-O-异亚丙基-3-O-甲基-α-D-木五二呋喃醛糖-(1,4)

Database IDs

• CAS Number: 43138-66-5
• EC Number: 256-114-8
• MDL Number: MFCD00042763
• Beilstein Number: 517621
• PubChem SID: 162228790; 24881576
• PubChem CID: 10932515

CALCULATED PROPERTIES

• Acid pKa: 11.716907
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 0.20500487
• LogD (pH = 7.4): 0.2049842
• Log P: 0.20500512
• Molar Refractivity: 45.8611 cm^3
• Polarizability: 18.836767 Å^3
• Polar Surface Area: 53.99 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥95.0%
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C9H14O5

DETAILS

Sigma Aldrich - 59538

Other Notes
Carbohydrate building block used for the synthesis of long-chain sugars1; Preparation of nitro-sugars2; Selective addition of organometal compounds3,4