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[ CAS No. 6651-43-0 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
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Chemical Structure| 6651-43-0
Chemical Structure| 6651-43-0
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Quality Control of [ 6651-43-0 ]

COA NMR CNMR HPLC LC-MS

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Product Details of [ 6651-43-0 ]

CAS No. :6651-43-0 MDL No. :MFCD00009647
Formula : C7H14OSi Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 142.27 Pubchem ID :-
Synonyms :

Safety of [ 6651-43-0 ]

Signal Word:Danger Class:3
Precautionary Statements:P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P403+P235 UN#:1993
Hazard Statements:H225-H315-H319 Packing Group:Ⅱ
GHS Pictogram:

Application In Synthesis of [ 6651-43-0 ]

* 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 [ 6651-43-0 ]

[ 6651-43-0 ] Synthesis Path-Downstream   1~9

  • 1
  • [ 122-31-6 ]
  • [ 6651-43-0 ]
  • [ 91888-38-9 ]
YieldReaction ConditionsOperation in experiment
53% With zinc(II) chloride In ethyl acetate at 10℃; for 2h;
Reference： [1]Makin, S. M.; Kruglikova, R. I.; Shavrygina, O. A.; Kolobova, T. P.; Kharitonova, O. V. [Journal of Organic Chemistry USSR (English Translation), 1987, vol. 23, p. 2233 - 2236][Zhurnal Organicheskoi Khimii, 1987, vol. 23, # 12, p. 2531 - 2534]
  • 2
  • [ 75420-78-9 ]
  • [ 6651-43-0 ]
  • [ 132-64-9 ]
YieldReaction ConditionsOperation in experiment
65% In benzene at 140℃; for 72h; Cooling with liquid nitrogen; sealed; General Procedure for the thermal reactions of nitrobenzofurans. The temperature, the length of the reaction, and the diene/dienophile ratio were dependent on the starting material and are indicated in [Table 1] and [Table 2]. An ampule containing a solution of 1.0 mmol of the dienophile and the required amount of diene in 0.5 ml of dry benzene was cooled in liquid nitrogen, sealed, and then heated in an oil bath. After the reaction time was completed, it was cooled once more in liquid nitrogen and opened. The solution was evaporated and the residue purified by column chromatography on silica gel or alumina using hexane/ethyl acetate mixtures as eluent.[Table 1] and [Table 2]. An ampule containing a solution of 1.0 mmol of the dienophile and the required amount of diene in 0.5 ml of dry benzene was cooled in liquid nitrogen, sealed, and then heated in an oil bath. After the reaction time was completed, it was cooled once more in liquid nitrogen and opened. The solution was evaporated and the residue purified by column chromatography on silica gel or alumina using hexane/ethyl acetate mixtures as eluent.
Reference： [1]Location in patent: scheme or table Della Rosa, Claudia D.; Sanchez, Juan P.; Kneeteman, María N.; Mancini, Pedro M.E. [Tetrahedron Letters, 2011, vol. 52, # 18, p. 2316 - 2319]
  • 3
  • [ 33094-66-5 ]
  • [ 6651-43-0 ]
  • [ 132-64-9 ]
YieldReaction ConditionsOperation in experiment
68% In benzene at 140℃; for 72h; Cooling with liquid nitrogen; sealed; General Procedure for the thermal reactions of nitrobenzofurans. The temperature, the length of the reaction, and the diene/dienophile ratio were dependent on the starting material and are indicated in [Table 1] and [Table 2]. An ampule containing a solution of 1.0 mmol of the dienophile and the required amount of diene in 0.5 ml of dry benzene was cooled in liquid nitrogen, sealed, and then heated in an oil bath. After the reaction time was completed, it was cooled once more in liquid nitrogen and opened. The solution was evaporated and the residue purified by column chromatography on silica gel or alumina using hexane/ethyl acetate mixtures as eluent.[Table 1] and [Table 2]. An ampule containing a solution of 1.0 mmol of the dienophile and the required amount of diene in 0.5 ml of dry benzene was cooled in liquid nitrogen, sealed, and then heated in an oil bath. After the reaction time was completed, it was cooled once more in liquid nitrogen and opened. The solution was evaporated and the residue purified by column chromatography on silica gel or alumina using hexane/ethyl acetate mixtures as eluent.
Reference： [1]Location in patent: scheme or table Della Rosa, Claudia D.; Sanchez, Juan P.; Kneeteman, María N.; Mancini, Pedro M.E. [Tetrahedron Letters, 2011, vol. 52, # 18, p. 2316 - 2319]
  • 4
  • [ 88770-22-3 ]
  • [ 6651-43-0 ]
  • [ 22913-25-3 ]
YieldReaction ConditionsOperation in experiment
In benzene at 160℃; Cooling with liquid nitrogen; General procedure for the thermal DA reactions: General procedure: All reactions were carried out in oven-dried glassware. An ampoule containing a solution of 1.0 mmol of the dienophile and the required amount of the diene in 0.5 mL of dry benzene was cooled in liquid nitrogen, sealed and heated in an oil bath. After completion of the reaction, it was cooled once more in liquid nitrogen and opened. The solvent was evaporated in vacuo to give the crude product, which was subjected to TLC and GC-MS spectrometry. For the case in which the reaction yield was moderate (i.e. DA reaction between 10 and 1), column chromatography and NMR analysis were also performed.
Reference： [1]Location in patent: experimental part Brasca, Romina; Kneeteman, María N.; Mancini, Pedro M.E.; Fabian, Walter M.F. [Journal of Molecular Structure, 2012, vol. 1010, p. 158 - 168]
  • 5
  • [ 6651-43-0 ]
  • [ 481-39-0 ]
  • [ 129-43-1 ]
YieldReaction ConditionsOperation in experiment
47% Stage #1: 1-(trimethylsiloxy)-1,3-butadiene; 5-hydroxynaphtho-1,4-quinone In dichloromethane at 20℃; for 24h; Inert atmosphere; Stage #2: With triethylamine In dichloromethane at 20℃; for 12h; Inert atmosphere;
47% Stage #1: 1-(trimethylsiloxy)-1,3-butadiene; 5-hydroxynaphtho-1,4-quinone In dichloromethane at 20℃; for 24h; Inert atmosphere; Stage #2: With triethylamine In dichloromethane at 20℃; for 12h; Inert atmosphere; To a flame dried flask under argon was added 5-hydroxy-1,4-naphthoquinone (300mg,1.7mmol) followed by 30ml of anhydrous DCM. The flask was flushed with argon followed by the addition of l-(trimethylsiloxy)- 1,3 -butadiene (0.447ml, 2.55mmol) by syringe and left to stir at RT for 24 hr under argon. Upon complete consumption of starting material, 1.2ml of anhydrous triethylamine was added and left to stir at RT for 12hr. The solution was extracted against DCM and brine/lN HCL, dried using sodium sulfate, and purified by column chromatography (1 : 1 Hex/DCM to 100% DCM resulting in the isolation of pure hydroxyanthroquinone (intermediate i) in 47% yield (180mg, 0.8mmol) as a yellow solid. 1H NMR (600 MHz, Chloroform-if) 12.60 (s, 1H), 8.30 (m, 2H), 7.82 (m, 3H), 7.67 (t, J= 7.9 Hz, 1H), 7.31 (d, J= 8.3 Hz, 1H). 13C NMR (151 MHz, CDCI3) 188.65, 182.41, 162.54, 136.74, 134.66, 134.17, 133.59, 133.43, 133.17, 127.41, 126.90, 124.35, 119.55, 116.13. HRMS (ES+) calc'd for C14H903 (M+H) m/z 225.0473, Found. 225.0461
Reference： [1]Rullo, Anthony F.; Fitzgerald, Kelly J.; Muthusamy, Viswanathan; Liu, Min; Yuan, Cai; Huang, Mingdong; Kim, Minsup; Cho, Art E.; Spiegel, David A. [Angewandte Chemie - International Edition, 2016, vol. 55, # 11, p. 3642 - 3646][Angew. Chem., 2016, vol. 128, p. 3706 - 3710,5]
[2]Current Patent Assignee: YALE UNIVERSITY - WO2017/23994, 2017, A1 Location in patent: Page/Page column 53; 54
  • 6
  • [ 108-74-7 ]
  • [ 6651-43-0 ]
  • [ 10487-71-5 ]
  • C10H15NO2 [ No CAS ]
  • C10H15NO2 [ No CAS ]
Reference： [1]Organic Letters,2020,vol. 22,p. 786 - 790
  • 7
  • [ 6651-43-0 ]
  • [ 80120-36-1 ]
  • ethyl (R,E)‐2‐(4‐(tert‐butyl)phenyl)‐2‐hydroxy‐6‐oxohex‐4‐enoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
68% With 1-(3,5-bis(trifluoromethyl)phenyl)-3-((R)-(6-methoxyquinolin-4-yl)((1S,2R,4S,5R)-5-vinylquinuclidin-2-yl)methyl)thiourea In tetrahydrofuran; water at 20℃; for 16h; enantioselective reaction;
Reference： [1]del Río-Rodríguez, Roberto; Laina-Martín, Víctor; Fernández-Salas, Jose A.; Alemán, José [Chemical Communications, 2021, vol. 57, # 88, p. 11665 - 11668]
  • 8
  • [ 6651-43-0 ]
  • [ 20201-26-7 ]
  • ethyl (R,E)‐2‐(4‐bromophenyl)‐2‐hydroxy‐6‐oxohex‐4‐enoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
66% With 1-(3,5-bis(trifluoromethyl)phenyl)-3-((R)-(6-methoxyquinolin-4-yl)((1S,2R,4S,5R)-5-vinylquinuclidin-2-yl)methyl)thiourea In tetrahydrofuran; water at 20℃; for 16h; enantioselective reaction;
Reference： [1]del Río-Rodríguez, Roberto; Laina-Martín, Víctor; Fernández-Salas, Jose A.; Alemán, José [Chemical Communications, 2021, vol. 57, # 88, p. 11665 - 11668]
  • 9
  • [ 6651-43-0 ]
  • [ 73790-09-7 ]
  • ethyl (R,E)‐2‐hydroxy‐2‐(napthalen‐2‐yl)‐6‐oxohex‐4‐enoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
66% With 1-(3,5-bis(trifluoromethyl)phenyl)-3-((R)-(6-methoxyquinolin-4-yl)((1S,2R,4S,5R)-5-vinylquinuclidin-2-yl)methyl)thiourea In tetrahydrofuran; water at 20℃; for 16h; enantioselective reaction;
Reference： [1]del Río-Rodríguez, Roberto; Laina-Martín, Víctor; Fernández-Salas, Jose A.; Alemán, José [Chemical Communications, 2021, vol. 57, # 88, p. 11665 - 11668]

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