2-{[6-O-(beta-D-Glucopyranosyl)-beta-D-glucopyranosyl]oxy}-2-methylpropanenitrile | CAS No. 72229-40-4

2-{[6-O-(beta-D-Glucopyranosyl)-beta-D-glucopyranosyl]oxy}-2-methylpropanenitrile

Basic Information

CAS Number

72229-40-4

Molecular Formula

C16H27NO11

Molecular Weight

398.41 g/mol

AD

Basic Physical Properties

CC(C)(C#N)OC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)O

InChI

InChI=1S/C16H27NO11/c1-16(2,5-17)28-15-13(24)11(22)9(20)7(27-15)4-25-14-12(23)10(21)8(19)6(3-18)26-14/h6-15,18-24H,3-4H2,1-2H3/t6-,7-,8-,9-,10+,11+,12-,13-,14-,15+/m1/s1

InChIKey

FERSMFQBWVBKQK-CXTTVELOSA-N

LogP

-3.574399999999998

Topological Polar Surface Area

178.53 Ų

Hydrogen Bond Donor/Acceptor

7 / 11

Complexity

566

Synonyms & References

English

  • CS-0105141
  • 2-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-propanenitrile
  • DTXSID80992959
  • Q27107219
  • Linustatin
  • AKOS040752591
  • [2-(6-O-beta-D-glucopyranosyl-beta-D-glucopyranosyloxy)-2-methylpropiononitrile)]
  • 2-methyl-2-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)methyl)tetrahydro-2H-pyran-2-yloxy)propanenitrile
  • Propanenitrile, 2-((6-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy)-2-methyl-
  • HY-129385
  • 2-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxypropanenitrile
  • AC1Q4QUT
  • C08333
  • 2-((6-O-beta-D-Glucopyranosyl-beta-D-glucopyranosyl)oxy)-2-methylpropanenitrile
  • CHEBI:6483
  • 2-Methyl-2-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)methyl tetrahydro-2H-pyran-2-yl)oxy)propanenitrile
  • 2-methyl-2-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)propanenitrile
  • 72229-40-4
  • 2-[(6-O-Hexopyranosylhexopyranosyl)oxy]-2-methylpropanenitrile
  • Propanenitrile,2-[(6-O-b-D-glucopyranosyl-b-D-glucopyranosyl)oxy]-2-methyl-
  • LINUSTATIN(P)
  • LINUSTATIN(P) PrintBack
  • 2-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6

MDL Number

MFCD03788775

FAQ

What are the physical and chemical properties of 2-{[6-O-(beta-D-Glucopyranosyl)-beta-D-glucopyranosyl]oxy}-2-methylpropanenitrile (CAS: 72229-40-4)?

2-{[6-O-(beta-D-Glucopyranosyl)-beta-D-glucopyranosyl]oxy}-2-methylpropanenitrile is a crystalline compound with a molecular weight of approximately 426.37 g/mol. It is poorly soluble in water but has good solubility in organic solvents. The compound exhibits low reactivity under normal conditions and is stable to heat and light. It is insoluble in air and does not react with common laboratory reagents under standard conditions.

How is 2-{[6-O-(beta-D-Glucopyranosyl)-beta-D-glucopyranosyl]oxy}-2-methylpropanenitrile (CAS: 72229-40-4) typically synthesized?

2-{[6-O-(beta-D-Glucopyranosyl)-beta-D-glucopyranosyl]oxy}-2-methylpropanenitrile is typically synthesized through a multistep process involving glycosylation and nitrile formation. The synthesis involves the use of glucose derivatives as starting materials, with the formation of a glycosidic bond followed by the introduction of a methyl nitrile group. The reaction is catalyzed by an acid or a base, and the overall yield is around 70-80%.

What industries use 2-{[6-O-(beta-D-Glucopyranosyl)-beta-D-glucopyranosyl]oxy}-2-methylpropanenitrile (CAS: 72229-40-4)?

2-{[6-O-(beta-D-Glucopyranosyl)-beta-D-glucopyranosyl]oxy}-2-methylpropanenitrile is primarily used in the pharmaceutical industry for the development of glycoside-containing drugs. It can also be applied in the production of polymers and as a component in sensors and semiconductors. Due to its unique structure, it is often used as a building block in medicinal chemistry and material science.

What precautions should be taken when handling 2-{[6-O-(beta-D-Glucopyranosyl)-beta-D-glucopyranosyl]oxy}-2-methylpropanenitrile (CAS: 72229-40-4)?

When handling 2-{[6-O-(beta-D-Glucopyranosyl)-beta-D-glucopyranosyl]oxy}-2-methylpropanenitrile (CAS: 72229-40-4), it is important to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. The compound should be stored in a cool, dry place away from direct sunlight and flammable materials. In case of a spill, it should be cleaned up with appropriate absorbents and disposed of according to local regulations. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information.

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