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Chemical Structure| 67217-55-4 Chemical Structure| 67217-55-4
Chemical Structure| 67217-55-4

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Synonyms: 6-O-Tosyl-β-cyclodextrin

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Product Details of Mono-(6-p-toluenesulfonyl)-β-cyclodextrin

CAS No. :67217-55-4
Formula : C49H76O37S
M.W : 1289.17
SMILES Code : O=S(OC[C@@H]1[C@@]([C@@H]([C@H]([C@]([H])(O1)O[C@@]23[H])O)O)([H])O[C@]4([H])[C@H](O)[C@H]([C@@]([H])([C@H](O4)CO)O[C@]5([H])[C@H](O)[C@H]([C@@]([H])([C@H](O5)CO)O[C@]6([H])[C@H](O)[C@H]([C@@]([H])([C@H](O6)CO)O[C@@]([H])(O[C@@H]([C@]7(O[C@@]([H])(O[C@@H]([C@]8(O[C@]([H])([C@@H]([C@H]2O)O)O[C@@H]3CO)[H])CO)[C@@H]([C@H]8O)O)[H])CO)[C@@H]([C@H]7O)O)O)O)O)(C9=CC=C(C=C9)C)=O
Synonyms :
6-O-Tosyl-β-cyclodextrin
MDL No. :MFCD05864975
InChI Key :URYLJCBFCXEADB-XISQNVKBSA-N
Pubchem ID :10866164

Safety of Mono-(6-p-toluenesulfonyl)-β-cyclodextrin

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Mono-(6-p-toluenesulfonyl)-β-cyclodextrin

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 67217-55-4 ]
  • Downstream synthetic route of [ 67217-55-4 ]

[ 67217-55-4 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 67217-55-4 ]
  • [ 81644-55-5 ]
YieldReaction ConditionsOperation in experiment
67%
Stage #1: With sodium hydroxide; thiourea In water at 80℃; for 9 h;
Stage #2: With hydrogenchloride In water at 20℃;
A 50 mL round bottom flask with a magnetic stirbar and a Schlenk adapter was charged with 1.00 g (0.776 mmol) of 19, 0.59 g (7.75 mmol) of thiourea (Aldrich) and 7.8 mL of 0.1N NaOH solution. The resulting mixture was heated at 80 °C for 6 hours under nitrogen. Next, 0.62g (15.5 mmol) of sodium hydroxide was added and the reaction mixture was heated at 80 °C under nitrogen for another hour. The reaction was allowed to cool to room temperature before it was brought to pH 4.0 with 10percent HCl. The total solution volume was brought to 20 mL and then was cooled in an ice bath before 0.8 mL of tetrachloroethylene was added. The reaction mixture was stirred vigorously at 0 °C for 0.5 h before the precipitated solid was collected in a fine glass frit. The solid was pumped down overnight to yield 0.60 g (67percent) of a white amorphous solid.
References: [1] Chemistry - A European Journal, 2014, vol. 20, # 35, p. 10944 - 10952.
[2] Patent: EP1133318, 2007, B1, . Location in patent: Page/Page column 32-33.
[3] Chinese Journal of Chemistry, 2017, vol. 35, # 7, p. 1125 - 1132.
[4] Chemical Communications, 2011, vol. 47, # 45, p. 12388 - 12390.
[5] Angewandte Chemie - International Edition, 2012, vol. 51, # 2, p. 450 - 454.
[6] Journal of the American Chemical Society, 1996, vol. 118, # 21, p. 5039 - 5046.
[7] Journal of the American Chemical Society, 2009, vol. 131, p. 1386 - 1387.
[8] Chemical Communications, 2010, vol. 46, # 23, p. 4094 - 4096.
[9] Journal of Materials Chemistry A, 2014, vol. 2, # 25, p. 9587 - 9593.
[10] New Journal of Chemistry, 2018, vol. 42, # 5, p. 3593 - 3601.
[11] ChemPhysChem, 2019, vol. 20, # 7, p. 984 - 990.
  • 2
  • [ 67217-55-4 ]
  • [ 17356-08-0 ]
  • [ 81644-55-5 ]
References: [1] Tetrahedron Letters, 2007, vol. 48, # 52, p. 9185 - 9189.
[2] Chemistry - A European Journal, 2013, vol. 19, # 32, p. 10526 - 10535.
[3] Chemical Communications, 2015, vol. 51, # 30, p. 6512 - 6514.
[4] Tetrahedron Letters, 1994, vol. 35, # 25, p. 4275 - 4278.
 

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