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CS-W001157 4
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Methyl 2-acetamido-2-deoxy-alpha-d-glucopyranoside

  • CAS No. 6082-04-8

  • Cat. No. CS-0207169
  • Molecule weight235.23
  • Purity≥98%
  • MDL No.MFCD00056076

*For research and further manufacturing use only, not for direct human use.

Methyl 2-acetamido-2-deoxy-alpha-d-glucopyranoside|CS-0207169

Structure of 6082-04-8

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General Information

  • CAS No. 6082-04-8
  • Cat. No. CS-0207169
  • Purity ≥98%
  • MDL No. MFCD00056076
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₇NO₆
  • Molecular Weight 235.23
  • Synonym(s) Methyl N-acetyl-α-D-glucosaminide
  • SMILES CC(N[C@@H]1[C@@H](O)[C@H](O)[C@H](O[C@@H]1OC)CO)=O

Description

Methyl 2-acetamido-2-deoxy-α-d-glucopyranoside is a key glycosyl donor featuring a protected amino group and a reactive methyl glycoside. This bench-stable derivative facilitates efficient glycosylation reactions under mild conditions, enabling selective access to complex oligosaccharides in synthetic carbohydrate chemistry.

Synthesis

  • Route1

    References

    • Vila Pahi, Francisco Javier; Flores Salgado, Francesc; Ruhi Roura, Ramon; Arnau Pastor, Narcis Patent: US2003/181400 A1, 2003 ;
  • Route2
    • null|null
      2595-39-3
    • ~%
    • In-stock
      Methyl 2-acetamido-2-deoxy-alpha-d-glucopyranoside|CS-0207169
      6082-04-8

    References

    • Evtushenko, E. V.; Plisova, E. Yu.; Ovodov, Yu. S. Chemistry of Natural Compounds, 1987 , vol. 23, # 6 p. 651 - 653 Khimiya Prirodnykh Soedinenii, 1987 , vol. 23, # 6 p. 787 - 790
  • Route3
    • null|null
      67-56-1
    • In-stock
      N-Acetyl-D-glucosamine|CS-0017447
      7512-17-6
    • ~89%
    • In-stock
      Methyl 2-acetamido-2-deoxy-alpha-d-glucopyranoside|CS-0207169
      6082-04-8

    References

    • Gao, Feng; Yan, Xuxu; Shakya, Tushar; Baettig, Oliver M.; Ait-Mohand-Brunet, Samia; Berghuis, Albert M.; Wright, Gerard D.; Auclair, Karine Journal of Medicinal Chemistry, 2006 , vol. 49, # 17 p. 5273 - 5281

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

  • TPSA   108.25
  • LogP   -2.4235
  • H_Acceptors   6
  • H_Donors   4
  • Rotatable_Bonds   3

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