41108-81-0 Usage
Uses
Used in Organic Synthesis:
TERT-BUTYL TRIMETHYLSILYLACETATE is used as a reagent for the preparation of lithium enolates, which can be further modified through various reactions such as alkylation, alkenation with aldehydes and ketones, acylation, and reaction with Group 14 halides. The formation of the enolate is a crucial step in these applications, and it is obtained as a white solid suspended in THF, stable indefinitely at -78°C.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, TERT-BUTYL TRIMETHYLSILYLACETATE may be utilized in the synthesis of complex organic molecules, including potential drug candidates, by taking advantage of its ability to form lithium enolates and participate in various chemical reactions.
Used in Chemical Research:
TERT-BUTYL TRIMETHYLSILYLACETATE is also used in academic and industrial research settings for the development of new synthetic methods and the exploration of novel chemical reactions involving lithium enolates.
Preparation
an advantage of t-butyl trimethylsilylacetate
over its methyl and ethyl ester analogs is that it can be prepared
by C-silylation of the lithium enolate of t-butyl acetate at
?78°C in THF (85–90% yield). Under the same conditions the
enolates of methyl and ethyl acetate give primarily O-silylated
products.The reagent has also been prepared by a rapid boron
trifluoride etherate catalyzed reaction of trimethylsilylketene
with t-butyl alcohol.
Check Digit Verification of cas no
The CAS Registry Mumber 41108-81-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 4,1,1,0 and 8 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 41108-81:
(7*4)+(6*1)+(5*1)+(4*0)+(3*8)+(2*8)+(1*1)=80
80 % 10 = 0
So 41108-81-0 is a valid CAS Registry Number.
InChI:InChI=1/C9H20O2Si/c1-9(2,3)11-8(10)7-12(4,5)6/h7H2,1-6H3
41108-81-0Relevant articles and documents
Synthesis of phototrappable shape-shifting molecules for adaptive guest binding
Lippert, Alexander R.,Naganawa, Atsushi,Keleshian, Vasken L.,Bode, Jeffrey W.
supporting information; experimental part, p. 15790 - 15799 (2011/02/21)
We have designed and synthesized oligosubstituted bullvalenes 1 and 2 as adaptive molecules that can change their shapes in order to bind tightly to a suitable guest. By incorporation of a photolabile o-nitroveratryloxycarbonate (NVOC) group into bullvalenes 1 and 2, tightly binding species can be selectively isolated from a population of hundreds of interconverting structural isomers. Spontaneous strain-assisted Cope rearrangements allow these shape-shifting molecules to exist in a dynamic equilibrium of configurationally distinct valence isomers, as revealed by dynamic NMR and HPLC studies. When NVOC bullvalenes 1 and 2 were exposed to UV light, the cleavage of the NVOC group resulted in a mixture of static isomers of the corresponding bullvalone. Binding studies of NVOC bisporphyrin bullvalene 1 demonstrated that the dynamic isomeric equilibrium shifted in the presence of C60, favoring configurations with more favorable binding affinities. Irradiation of a mixture of 1 and C60 with UV light and isolation of the major static isomer yielded an isomer of bisporphyrin bullvalone with a binding affinity for C 60 that was ～2 times larger than that of the nonadapted isomer bisporphyrin bullvalone 41.
