89266-73-9 Usage
Uses
Used in Organic Synthesis:
METHYL (DIPHENYLMETHYLSILYL)ACETATE is used as a synthetic equivalent for vinyl 1,1-dication in reactions with Grignard reagents. This application allows for the formation of new carbon-carbon bonds, which is crucial in the synthesis of complex organic molecules.
Used in the Peterson Synthesis:
METHYL (DIPHENYLMETHYLSILYL)ACETATE is used as a reagent in the Peterson synthesis of α,β-unsaturated esters. The Peterson olefination is a widely used method for the preparation of α,β-unsaturated carbonyl compounds, which are important intermediates in the synthesis of various pharmaceuticals, agrochemicals, and natural products.
Preparation
whereas the direct silylation of the lithium
enolate of an ester normally results in the formation of a mixture of the α-silyl ester and the corresponding silyl ketene acetal, the same reaction with methyldiphenylchlorosilane gives
exclusively the α-methyldiphenylsilyl ester. This direct
C-silylation is the best general route to α-silyl esters.
Check Digit Verification of cas no
The CAS Registry Mumber 89266-73-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,9,2,6 and 6 respectively; the second part has 2 digits, 7 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 89266-73:
(7*8)+(6*9)+(5*2)+(4*6)+(3*6)+(2*7)+(1*3)=179
179 % 10 = 9
So 89266-73-9 is a valid CAS Registry Number.
InChI:InChI=1/C16H18O2Si/c1-18-15(17)12-19-16(13-8-4-2-5-9-13)14-10-6-3-7-11-14/h2-11,16H,12,19H2,1H3
89266-73-9Relevant academic research and scientific papers
Oppolzer, Wolfgang,Guo, Modao,Baetting, Kurt
, p. 2140 - 2144 (1983)
Aprotic 1,4-addition of a lithiated α-(methyldiphenylsilyl)acetate to cyclopentenone and in situ enolate alkylation provides a direct synthesis of (+/-)-methyl jasmonate (Scheme 3).
