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2-C-Methyl-D-ribono-1,4-lactone

  • CAS No. 492-30-8

  • Cat. No. CS-0009885
  • Molecule weight162.14
  • Purity≥97%
  • MDL No.MFCD07369541

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

2-C-Methyl-D-ribono-1,4-lactone|CS-0009885

Structure of 492-30-8

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General Information

  • CAS No. 492-30-8
  • Cat. No. CS-0009885
  • Purity ≥97%
  • MDL No. MFCD07369541
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₀O₅
  • Molecular Weight 162.14
  • Synonym(s) 3,4-dihydroxy-5-(hydroxymethyl)-3-methyldihydrofuran-2(3H)-one (non-preferred name)
  • SMILES OC[C@@H](O1)[C@@H](O)[C@](O)(C)C1=O

Description

This D-ribono lactone derivative features a methyl group at the C-2 position, enhancing its metabolic stability and enabling selective incorporation into carbohydrate-based probes. The rigid lactone ring supports conformational control in glycosylation studies, while the stereochemistry at C-3 and C-4 ensures high fidelity in enzymatic transformations.

Synthesis

  • Route1
    • null|null
      68826-00-6
    • ~61%
    • In-stock
      2-C-Methyl-D-ribono-1,4-lactone|CS-0009885
      492-30-8

    References

    • BRISTOL-MYERS SQUIBB COMPANY; STEINHARDT, Sarah Evelyn; EASTGATE, Martin D. Patent: WO2013/188480 A1, 2013 ; Location in patent: Paragraph 0053 ;
  • Route2
    • null|null
      874351-61-8
    • ~27%
    • In-stock
      2-C-Methyl-D-ribono-1,4-lactone|CS-0009885
      492-30-8

    References

    • Naus, Petr; Perlikova, Pavla; Pohl, Radek; Hocek, Michal Collection of Czechoslovak Chemical Communications, 2011 , vol. 76, # 8 p. 957 - 988
  • Route3
    • null|null
      157666-05-2
    • ~86%
    • In-stock
      2-C-Methyl-D-ribono-1,4-lactone|CS-0009885
      492-30-8

    References

    • Lopez-Herrera, F. J.; Sarabia-Garcia, F.; Pino-Gonzalez, M. S.; Garcia-Aranda, J. F. Journal of Carbohydrate Chemistry, 1994 , vol. 13, # 5 p. 767 - 776

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302+H312+H332-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   86.99
  • LogP   -1.984
  • H_Acceptors   5
  • H_Donors   3
  • Rotatable_Bonds   1

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