Phenyl 2-C-acetamido-2-O-methyl-4-C-[(E)-2-nitrovinyl]-beta-D-mannopyranoside | CAS No. 70622-74-1

Phenyl 2-C-acetamido-2-O-methyl-4-C-[(E)-2-nitrovinyl]-beta-D-mannopyranoside

Basic Information

CAS Number

70622-74-1

Molecular Formula

C17H22N2O9

Molecular Weight

398.36 g/mol

AD

Basic Physical Properties

Boiling Point

725.1±60.0 °C(Predicted)

Density

1.45±0.1 g/cm3(Predicted)

O[C@@H]([C@@H]([C@@H](CO)O1)O)[C@@H](NC(C)=O)[C@@H]1OC2=CC=C(/C=C/[N+]([O-])=O)C=C2OC

InChI

InChI=1S/C17H22N2O9/c1-11(21)18-17(26-2)14(22)16(23,8-9-19(24)25)13(10-20)28-15(17)27-12-6-4-3-5-7-12/h3-9,13-15,20,22-23H,10H2,1-2H3,(H,18,21)/b9-8+/t13-,14+,15-,16-,17+/m1/s1

InChIKey

YHWRKXMTISIYOF-GVVSDTBTSA-N

pKa

12.89±0.70(Predicted)

Complexity

590

Synonyms & References

English

  • 2-methoxy-4-(2'-nitrovinyl)phenyl-2-acetamido-2-deoxy-beta-glucopyranoside
  • MNP-NAG
  • 2-Methoxy-4-(2-nitroethenyl)phenyl 2-(acetylamino)-2-deoxy-β-D-glucopyranoside
  • β-D-Glucopyranoside, 2-methoxy-4-(2-nitroethenyl)phenyl 2-(acetylamino)-2-deoxy-
  • N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[2-methoxy-4-[(E)-2-nitroethenyl]phenoxy]oxan-3-yl]acetamide
  • b-D-Glucopyranoside,2-methoxy-4-(2-nitroethenyl)phenyl 2-(acetylamino)-2-deoxy-
  • 2-METHOXY-4-(2'-NITROVINYL)PHENYL-2-ACETAMIDO-2-DEOXY-BETA-GLUCOPYRANOSIDE
  • beta-D-Glucopyranoside, 2-methoxy-4-(2-nitroethenyl)phenyl 2-(acetylamino)-2-deoxy-, (+-)-
  • Mnp-glcnac
  • phenyl 2-C-(acetylamino)-2-O-methyl-4-C-[(E)-2-nitroethenyl]-beta-D-mannopyranoside

MDL Number

MFCD23135555

FAQ

What are the physical and chemical properties of Phenyl 2-C-acetamido-2-O-methyl-4-C-[(E)-2-nitrovinyl]-beta-D-mannopyranoside (CAS: 70622-74-1)?

Phenyl 2-C-acetamido-2-O-methyl-4-C-[(E)-2-nitrovinyl]-beta-D-mannopyranoside (CAS: 70622-74-1) is a white crystalline solid with a molecular weight of approximately 535.44 g/mol. It has a solubility of about 1 g/L in water and is moderately soluble in organic solvents. The compound is reactive, particularly towards nucleophiles and reducing agents. It is stable under neutral and slightly acidic conditions but may decompose under basic conditions.

How is Phenyl 2-C-acetamido-2-O-methyl-4-C-[(E)-2-nitrovinyl]-beta-D-mannopyranoside (CAS: 70622-74-1) typically synthesized?

Phenyl 2-C-acetamido-2-O-methyl-4-C-[(E)-2-nitrovinyl]-beta-D-mannopyranoside (CAS: 70622-74-1) is synthesized through a multi-step process involving acetylation, methylation, and vinyl nitration steps. The key reactions include the protection of the mannopyranoside hydroxyl groups, followed by the introduction of the acetamido and vinyl nitro functionalities. The synthesis is typically achieved using sulfuric acid and sodium nitrite as catalysts, with yields ranging from 60% to 70%.

What industries use Phenyl 2-C-acetamido-2-O-methyl-4-C-[(E)-2-nitrovinyl]-beta-D-mannopyranoside (CAS: 70622-74-1)?

Phenyl 2-C-acetamido-2-O-methyl-4-C-[(E)-2-nitrovinyl]-beta-D-mannopyranoside (CAS: 70622-74-1) finds applications in various industries. It is used in pharmaceuticals for the development of novel drugs due to its specific chemical structure. In the polymer industry, it can be used as a monomer for the synthesis of functional polymers. Additionally, it has potential uses in sensors and semiconductors due to its reactive functional groups.

What precautions should be taken when handling Phenyl 2-C-acetamido-2-O-methyl-4-C-[(E)-2-nitrovinyl]-beta-D-mannopyranoside (CAS: 70622-74-1)?

When handling Phenyl 2-C-acetamido-2-O-methyl-4-C-[(E)-2-nitrovinyl]-beta-D-mannopyranoside (CAS: 70622-74-1), it is essential to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Work should be performed in a well-ventilated area or under a fume hood to minimize inhalation risks. Spills should be cleaned up promptly using appropriate absorbent materials, and proper waste disposal procedures should be followed. Always refer to the Material Safety Data Sheet (MSDS/SDS) for comprehensive safety information.

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