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[ CAS No. 166882-70-8 ] {[proInfo.proName]}

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Chemical Structure| 166882-70-8
Chemical Structure| 166882-70-8
Structure of 166882-70-8 * Storage: {[proInfo.prStorage]}
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Product Details of [ 166882-70-8 ]

CAS No. :166882-70-8 MDL No. :
Formula : C19H21NO3S2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 375.50 Pubchem ID :-
Synonyms :
ZD 4407

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Application In Synthesis of [ 166882-70-8 ]

* 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.

  • Downstream synthetic route of [ 166882-70-8 ]

[ 166882-70-8 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 14221-01-3 ]
  • [ 20870-90-0 ]
  • [ 166882-94-6 ]
  • [ 166882-70-8 ]
YieldReaction ConditionsOperation in experiment
With potassium tert-butylate; In dimethyl sulfoxide; EXAMPLE 28 Potassium tert-butoxide (1.66 g) was added portionwise to a stirred solution of (2S,4R)-4-hydroxy-4-(2-mercaptothien-4-yl)-2methyltetrahydropyran (3.15 g) in DMSO (25 ml) and the mixture was stirred at ambient temperature for 5 minutes. 5-Bromo-1-methylindolin2-one (3.71 g) and tetrakis(triphenylphosphine)palladium(O) (1.59 g) were added and the mixture was heated to 100 C. for 75 minutes. The mixture was cooled to ambient temperature and partitioned between ethyl acetate and a mixture of ice and water. The organic phase was washed with brine, dried (MgSO4) and evaporated. The residue was purified by column chromatography using increasingly polar mixtures of petroleum ether (b.p. 40-60 C.) and ethyl acetate as eluent. The material so obtained was further purified by column chromatography using a 5:1 mixture of methylene chloride and acetone as eluent. There was thus obtained (2S,4R)-4-hydroxy-2-methyl-4-[2-(1-methyl-2-oxoindolin-5-ylthio)thien-4-yl]tetrahydropyran (2.45 g, 48%), m.p. 125-127 C. (recrystallized from diethyl ether containing a few drops of methylene chloride) and m.p. 129.5-130.5 C. after a further recrystallisation from ethyl acetate; NMR Spectrum: 1.15 (d, 3H), 1.70 (m, 4H), 1.95 (m, 1H), 3.12 (s, 3H), 3.40 (s, 2H), 3.85 (m, 3H), 6.68 (d, 1H), 7.18 (m, 3H), 7.27 (d, 1H).
  • 2
  • [ 166883-20-1 ]
  • [ 166882-70-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: triphenylphosphine / water; dichloromethane / 0.5 h / Reflux; Inert atmosphere 2.1: dichloromethane / 2 h / Reflux; Inert atmosphere 3.1: potassium cyanide; sodium carbonate / toluene; water / 1 h / pH 10 / Inert atmosphere 4.1: iodine / dichloromethane / 1 h / Reflux; Inert atmosphere 5.1: isopropylmagnesium chloride / tetrahydrofuran / 0.5 h / 12 °C / Inert atmosphere 5.2: Inert atmosphere
Multi-step reaction with 6 steps 1.1: triphenylphosphine / water; dichloromethane / 0.5 h / Reflux; Inert atmosphere 2.1: dichloromethane / 2 h / Reflux; Inert atmosphere 3.1: potassium cyanide; sodium carbonate / toluene; water / 1 h / pH 10 / Inert atmosphere 4.1: iodine / dichloromethane / 1 h / Reflux; Inert atmosphere 5.1: triethylamine / toluene / 0.25 h / -54 - -50 °C / Inert atmosphere 6.1: sulfuric acid / toluene; acetonitrile; water / 65 h / 20 - 30 °C / Inert atmosphere; Large scale 6.2: 85 °C / Inert atmosphere; Large scale
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