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Chemical Structure| 10416-59-8 Chemical Structure| 10416-59-8
Chemical Structure| 10416-59-8

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Product Details of Trimethylsilyl N-(trimethylsilyl)acetimidate

CAS No. :10416-59-8
Formula : C8H21NOSi2
M.W : 203.43
SMILES Code : C/C(O[Si](C)(C)C)=N\[Si](C)(C)C
MDL No. :MFCD00008270

Safety of Trimethylsilyl N-(trimethylsilyl)acetimidate

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H226-H302-H314
Precautionary Statements:P210-P233-P240-P241-P242-P243-P264-P270-P280-P301+P312+P330-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338+P310-P363-P370+P378-P403+P235-P405-P501
Class:8(3)
UN#:2920
Packing Group:

Application In Synthesis of Trimethylsilyl N-(trimethylsilyl)acetimidate

* 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 [ 10416-59-8 ]

[ 10416-59-8 ] Synthesis Path-Downstream   1~16

  • 1
  • [ 10416-59-8 ]
  • [ 17429-02-6 ]
  • [ 131077-78-6 ]
  • 2
  • [ 10416-59-8 ]
  • [ 6280-96-2 ]
  • Trimethyl-(2-propoxy-phenoxy)-silane [ No CAS ]
  • 3
  • [ 6638-05-7 ]
  • [ 10416-59-8 ]
  • [ 130878-35-2 ]
  • 4
  • [ 10416-59-8 ]
  • [ 22259-53-6 ]
  • (1<i>H</i>-indol-3-ylmethyl)-trimethylsilanyl-amine [ No CAS ]
  • 5
  • [ 932-53-6 ]
  • [ 10416-59-8 ]
  • [ 17331-64-5 ]
  • 6
  • [ 10416-59-8 ]
  • [ 562-74-3 ]
  • (1-isopropyl-4-methyl-cyclohex-3-enyloxy)-trimethyl-silane [ No CAS ]
  • 7
  • [ 10416-59-8 ]
  • [ 149765-16-2 ]
  • <i>N</i>-(4-chloro-5-iodo-7-trimethylsilanyl-7<i>H</i>-pyrrolo[2,3-<i>d</i>]pyrimidin-2-yl)-2,2-dimethyl-propionamide [ No CAS ]
  • 8
  • [ 10416-59-8 ]
  • [ 10357-07-0 ]
  • [ 149712-92-5 ]
  • 9
  • [ 10416-59-8 ]
  • [ 491-71-4 ]
  • C25H36O6Si3 [ No CAS ]
  • 10
  • [ 10416-59-8 ]
  • [ 6478-79-1 ]
  • C11H14Cl2N2Si [ No CAS ]
  • 11
  • [ 10416-59-8 ]
  • [ 78581-99-4 ]
  • C10H12F2N2Si [ No CAS ]
  • 12
  • [ 10416-59-8 ]
  • [ 6960-34-5 ]
  • [ 873329-59-0 ]
  • 13
  • [ 10416-59-8 ]
  • [ 55453-87-7 ]
  • 6,11-dihydro-11-oxodibenz[b,e]oxepin-2-acetic acid trimethyl-silyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
In tetrahydrofuran; at 20℃; for 1h;Inert atmosphere; At room temperature and under an argon atmosphere, a solution of 6,1 1-dihydro-li- oxo-dibenz[b,e]oxepin-2-acetic acid (5.0 g, 18.64 mmol, I eq) in anhydrous THF (20 ml) was prepared. N,O-bis(trimethyl-silyl)acetamide (4.56 ml, 18.64 mmol, 1 eq) was added and the solution stirred for 1 hour. At room temperature and under an argon atmosphere, a suspension of 3-dimethylaminopropyltriphenylphosphoniumbromide hydrobromide (23.7 g, 46.6 mmol, 2.5 eq) in anhydrous THF (80 ml) was prepared. To this suspension the previously prepared solution of trimethylsilyl ester was then added, followed by the sodium hydride (60percent in mineral oil, 6.08 g, 152.1 mmol, 7.85 eq). The resulting mixture was heated at 60°C for 3 hours and the consumption of the starting material was followed by LC-MS. The reaction mixturewas cooled to 0°C and carefully quenched with 40 ml of THF/H20 1/1 (v/v). After dilution with water (100 ml), the mixture was washed with toluene (100 ml) and two times with 2-methylTllF (100 ml). The aqueous phase was acidified to pH 1 with 37percent hydrochloric acid (8 ml) and then washed with toluene (100 ml). Sodium acetate was added up to pH 5 and the aqueous phase was extracted two times withmixture of 2-methylTHF/2-propanol 2:1 (v/v) (300 ml). The organic layer wasevaporated under reduced pressure. The crude material (8.7 g) was taken up with acetone (90 ml) and acidified with 37percent hydrochloric acid, obtaining the precipitation of the cis isomer of olopatadine hydrochloride. The white solid was filtered and washed with acetone. Yield = 55percent.
  • 14
  • [ 10416-59-8 ]
  • [ 1139-52-2 ]
  • [ 27329-74-4 ]
YieldReaction ConditionsOperation in experiment
150 g In acetonitrile; at 70℃;Inert atmosphere; To a solution of <strong>[1139-52-2]4-bromo-2,6-di-tert-butylphenol</strong> (135.8 g; 0.476 mol)Was added acetonitrile (270 ml)And in an inert atmosphere,Further addition of N, O-bis (trimethylsilyl) acetamide (BSA)(106.3 g; 129.6 ml).Will all be at 70 ° CStir and react overnightUntil the crystals are completely precipitated.The precipitated white crystals were filtered,After drying under vacuum,And purified by recrystallization in ethanol,(4-bromo-2,6-di-tert-butylphenoxy) trimethylsilane (150.0 g; 0.420 mol)For the white flake crystal
  • 15
  • [ 10416-59-8 ]
  • [ 10538-59-7 ]
  • [ 77341-09-4 ]
YieldReaction ConditionsOperation in experiment
In acetonitrile; at 20℃; for 15h; To N, O-bis (trimethylsilyl) acetamide as a silicon ether reagentMethyl 3- (trimethylsilyloxy) -7-oxo-5beta-cholan-24-oate was prepared.3alpha-Hydroxy-7-oxo-5beta-cholan-24-oate (136.5 g, 337.4 mmol) was added to the reaction vessel,The reaction vessel is equipped with a mechanical stirring device and a condenser tube with a drying tube.3alpha-Hydroxy-7-keto-5beta-cholan-24-oate was dissolved in anhydrous acetonitrile (700 mL)N, O-bis (trimethylsilyl) acetamide (122 mL, 506.1 mmol) was added,Then reacted at room temperature for about 15 hours.The reaction mixture was distilled under reduced pressure,The solvent and unreacted N, O-bis (trimethylsilyl) acetamide were removed,An oil is obtained,That is, crude methyl 3alpha- (trimethylsilyloxy) -7-keto-5beta-cholan-24-oate,Can be used directly for subsequent reactions.Take a small amount of samples,Purification by silica gel column chromatography,It was eluted with a mixed solvent of petroleum ether and ethyl acetate (petroleum ether: ethyl acetate in a volume ratio of 100: 5)The pure methyl alpha- (trimethylsilyloxy) -7-keto-5beta-cholan-24-oate was obtained,Used for characterization.
  • 16
  • [ 10416-59-8 ]
  • [ 605-32-3 ]
  • 1,2-bis(trimethylsilyloxy)-9,10-anthraquinone [ No CAS ]
YieldReaction ConditionsOperation in experiment
1.17 g In toluene; at 20℃; for 1h;Cooling with ice; 1.2 g (5 mmol) of 1,2-dihydroxy-9, 10-anthraquinone,10 g of toluene was charged to prepare a reddish brown slurry,While cooling with ice water, bistrimethylsilylacetamide2.44 g (12 mmol) was added dropwise.As it becomes an engineering solution immediately,The temperature was returned to room temperature and stirred for 1 hour.The reaction solution was poured into 50 mL of n-hexane,The resulting black insoluble matter was removed by filtration,The filtrate was concentrated under reduced pressure.The precipitate was suction filtered, washed with methanol, dried,An orange powder of 1,2-bis (trimethylsilyloxy) -9,10-anthraquinoneTo give 1.17 g (3.05 mmol).The isolated yield of 1,2-dihydroxy-9,10-anthraquinone as a starting material wasIt was 61 mol%.
 

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