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CS-W001157 4
Total: USD 88.00

(2R,3S,5R)-5-Chloro-2-(((4-methylbenzoyl)oxy)methyl)tetrahydrofuran-3-yl 4-methylbenzoate

  • CAS No. 4330-21-6

  • Cat. No. CS-W008643
  • Purity≥90%
  • MDL No.MFCD01630916

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

(2R,3S,5R)-5-Chloro-2-(((4-methylbenzoyl)oxy)methyl)tetrahydrofuran-3-yl 4-methylbenzoate|CS-W008643

Structure of 4330-21-6

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General Information

  • CAS No. 4330-21-6
  • Cat. No. CS-W008643
  • Purity ≥90%
  • MDL No. MFCD01630916
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₁H₂₁ClO₅
  • Molecular Weight 388.84
  • Synonym(s) Hoffer's chlorosugar
  • SMILES Cl[C@@H]1C[C@H](OC(C2=CC=C(C)C=C2)=O)[C@@H](COC(C3=CC=C(C)C=C3)=O)O1

Description

This tetrahydrofuran derivative features a chlorinated ring system paired with a methylbenzoyloxy ester group, enabling selective reactivity in synthetic transformations. The 4-methylbenzoyl moiety enhances solubility and stability under standard conditions. Designed for use in complex molecule assembly, it integrates readily into cascade reactions and serves as a key intermediate in medicinal chemistry applications.

Synthesis

  • Route1
    • Methyl 2-deoxy-3,5-di-O-toluoyl-D-ribofuranoside|CS-M1852
      4330-34-1
    • ~80%
    • In-stock
      (2R,3S,5R)-5-Chloro-2-(((4-methylbenzoyl)oxy)methyl)tetrahydrofuran-3-yl 4-methylbenzoate|CS-W008643
      4330-21-6

    References

    • McKeen, Catherine M.; Brown, Lynda J.; Nicol, Jamie T.G.; Mellor, John M.; Brown, Tom Organic and Biomolecular Chemistry, 2003 , vol. 1, # 13 p. 2267 - 2275
  • Route2
    • α-D-erythro-Pentofuranoside, methyl 2-deoxy-, bis(4-methylbenzoate)|CS-1004842
      78185-64-5
    • ~72%
    • In-stock
      (2R,3S,5R)-5-Chloro-2-(((4-methylbenzoyl)oxy)methyl)tetrahydrofuran-3-yl 4-methylbenzoate|CS-W008643
      4330-21-6

    References

    • Ogino, Masayuki; Yoshimura, Yoshinaga; Nakazawa, Akio; Saito, Isao; Fujimoto, Kenzo Organic Letters, 2005 , vol. 7, # 14 p. 2853 - 2856
  • Route3
    • null|null
      452-51-7
    • ~%
    • In-stock
      (2R,3S,5R)-5-Chloro-2-(((4-methylbenzoyl)oxy)methyl)tetrahydrofuran-3-yl 4-methylbenzoate|CS-W008643
      4330-21-6

    References

    • Koegler, Martin; Busson, Roger; De Jonghe, Steven; Rozenski, Jef; Van Belle, Kristien; Louat, Thierry; Munier-Lehmann, Helne; Herdewijn, Piet Chemistry and Biodiversity, 2012 , vol. 9, # 3 p. 536 - 556

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   61.83
  • LogP   4.03964
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   5

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