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CS-W001157 4
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Phenyl 2-deoxy-1-thio-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-β-D-glucopyranoside 3,4,6-triacetate

  • CAS No. 187022-49-7

  • Cat. No. CS-0098116
  • Purity≥95%
  • MDL No.None

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

Phenyl 2-deoxy-1-thio-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-β-D-glucopyranoside 3,4,6-triacetate|CS-0098116

Structure of 187022-49-7

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General Information

  • CAS No. 187022-49-7
  • Cat. No. CS-0098116
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₁H₂₄Cl₃NO₉S
  • Molecular Weight 572.84
  • Synonym(s) [(2S,3S,4R,5S,6S)-3,4-diacetyloxy-6-phenylsulfanyl-5-(2,2,2-trichloroethoxycarbonylamino)oxan-2-yl]methyl acetate
  • SMILES O=C(O[C@H]1[C@H](OC(C)=O)[C@@H](NC(OCC(Cl)(Cl)Cl)=O)[C@H](SC2=CC=CC=C2)O[C@@H]1COC(C)=O)C

Description

Phenyl 2-deoxy-1-thio-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-β-D-glucopyranoside 3,4,6-triacetate is a thioglycoside derivative featuring a protected glucosyl scaffold with orthogonal functionalization. The trichloroethoxycarbonyl group enables selective deprotection under mild conditions, while the triacetate substitution maintains stereochemical integrity. This configuration supports reliable glycosylation reactions in complex oligosaccharide synthesis.

Synthesis

  • Route1
    • null|null
      108-98-5
    • null|null
      187022-27-1
    • ~95%
    • In-stock
      Phenyl 2-deoxy-1-thio-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-β-D-glucopyranoside 3,4,6-triacetate|CS-0098116
      187022-49-7

    References

    • Zhang, Zhiyuan; Magnusson, Goeran Carbohydrate Research, 1996 , vol. 295, p. 41 - 55
  • Route2
    • In-stock
      2-Amino-2-deoxyglucose hydrochloride|CS-0179545
      1078691-95-8
    • null|null
      108-24-7
    • null|null
      108-98-5
    • null|null
      17341-93-4
    • ~%
    • In-stock
      Phenyl 2-deoxy-1-thio-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-β-D-glucopyranoside 3,4,6-triacetate|CS-0098116
      187022-49-7

    References

    • Yan, Fengyang; Mehta, Seema; Eichler, Eva; Wakarchuk, Warren W.; Gilbert, Michel; Schur, Melissa J.; Whitfield, Dennis M. Journal of Organic Chemistry, 2003 , vol. 68, # 6 p. 2426 - 2431

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   126.46
  • LogP   3.3951
  • H_Acceptors   10
  • H_Donors   1
  • Rotatable_Bonds   8

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