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[ CAS No. 222840-73-5 ] {[proInfo.proName]}

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Chemical Structure| 222840-73-5
Chemical Structure| 222840-73-5
Structure of 222840-73-5 * Storage: {[proInfo.prStorage]}
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Product Details of [ 222840-73-5 ]

CAS No. :222840-73-5 MDL No. :MFCD09952072
Formula : C5H7BO3S Boiling Point : -
Linear Structure Formula :- InChI Key :HUUVNOIORZPHNG-UHFFFAOYSA-N
M.W : 157.98 Pubchem ID :11051921
Synonyms :

Safety of [ 222840-73-5 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 222840-73-5 ]

* 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 [ 222840-73-5 ]
  • Downstream synthetic route of [ 222840-73-5 ]

[ 222840-73-5 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 17303-83-2 ]
  • [ 71637-34-8 ]
  • [ 222840-73-5 ]
Reference: [1] Journal of Medicinal Chemistry, 2010, vol. 53, # 5, p. 2227 - 2238
  • 2
  • [ 17303-83-2 ]
  • [ 222840-73-5 ]
YieldReaction ConditionsOperation in experiment
100% With hydrogenchloride; sodium tetrahydroborate In ethanol Step 1.
Preparation of 3-hydroxymethylthiophene-2-boronic acid (1): To a solution of 2-(dihydroxyboranyl)thiophene-3-carboxaldehyde (prepared from thiophene-3-carboxaldehyde dimethyl acetal by a modified literature procedure, see: Gronowitz, S. et al, (1967) Acta Chem. Scand. 21, 2151) (3.34 g, 0.214 mol) in ethanol (20 mL) at 0° C. under nitrogen was added NaBH4 (0.81 g, 0.21 mol) in portions in 10 min.
After stirring for 30 min at 0° C., the mixture was quenched with water and NH4 Cl (sat'd aq.).
The pH was adjusted with 1N HCl ~5-6 and the mixture was extracted with ethyl acetate (5*30 mL).
Evaporation of the extracts afforded the title compound as a white powdery solid (3.5 g, 100percent): 1 H NMR (400 MHz, Acetone-d6 +1 drop D2 O): δ7.52 (d, 1H), 7.03 (d, 1H), 4.78 (s, 2H).
The product was kept under nitrogen at -20° C. to avoid decomposition.
Reference: [1] Patent: US6034089, 2000, A,
  • 3
  • [ 17303-83-2 ]
  • [ 71637-34-8 ]
  • [ 222840-73-5 ]
Reference: [1] Journal of Medicinal Chemistry, 2010, vol. 53, # 5, p. 2227 - 2238
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