33581-77-0

Usage

Uses

Used in Chemical Synthesis:
TRIMETHYLSILYL(TRIMETHYLSILOXY)ACETATE is used as a reagent for the synthesis of zirconium(IV) carboxylato complexes [LOEtZr(OCOCH2OH)(O2CCH2O)]2. It plays a crucial role in the formation of these complexes, which have potential applications in various fields, including catalysis and materials science.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, TRIMETHYLSILYL(TRIMETHYLSILOXY)ACETATE is used as a protecting group in the synthesis of complex organic molecules. Its ability to form stable complexes with metal ions makes it a valuable tool for protecting specific functional groups during multi-step synthesis processes, ensuring the desired product is obtained with high purity and yield.
Used in Material Science:
In material science, TRIMETHYLSILYL(TRIMETHYLSILOXY)ACETATE is used in the development of advanced materials, such as zirconium(IV) carboxylato complexes, which have potential applications in various fields, including catalysis, energy storage, and electronics. Its unique properties contribute to the enhancement of material performance and the development of innovative solutions for various challenges in the field.

InChI:InChI=1/C8H20O3Si2/c1-12(2,3)10-7-8(9)11-13(4,5)6/h7H2,1-6H3

Upstream product

• 79-14-1 glycolic Acid 
• 25561-30-2 N,O-Bis(trimethylsilyl)trifluoroacetamide 
• 35249-89-9 glycolic acid ammonium salt 
• 25561-30-2 N,O-bis(trimethylsilyl)trifluoroacetamide 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 75-77-4 chloro-trimethyl-silane 

Downstream Products

• 69097-20-7 tris(trimethylsilyloxy)ethylene 
• 107053-35-0 2-cyclohexyl-1,3-dioxolan-4-one 
• 138901-73-2 5-Phenyl-1,4,6,9-tetraoxa-5λ⁵-phospha-spiro[4.4]nonane-2,7-dione 
• 138901-74-3 5-(2,5-Dimethyl-phenyl)-1,4,6,9-tetraoxa-5λ⁵-phospha-spiro[4.4]nonane-2,7-dione 
• 128624-81-7 [(2R,3R)-1-(Bis-trimethylsilanyl-methyl)-4-oxo-3-phenylsulfanyl-azetidin-2-yloxy]-acetic acid 
• 104196-76-1 (2S,5R)-2-(1-methyl-1-phenylethyl)-5-methylcyclohexane-2'-(1',3'-dioxolan-4'-one) 
• 104264-82-6 (2S,5R)-2-(1-methyl-1-phenylethyl)-5-methylcyclohexane-2'-(1',3'-dioxolan-3'-one) 
• 104196-76-1 (5S,6R,9S)-9-Methyl-6-(1-methyl-1-phenyl-ethyl)-1,4-dioxa-spiro[4.5]decan-2-one 
• 104196-76-1 (5R,6R,9S)-9-Methyl-6-(1-methyl-1-phenyl-ethyl)-1,4-dioxa-spiro[4.5]decan-2-one 
• 6213-94-1 trimethylsiloxyethene 
• 916903-66-7 (3R,4S)-4-phenyl-3-trimethylsilyloxy-azetidin-2-one 
• 1239265-66-7 6-{[2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl}-4-(2-oxo-1,4-dioxaspiro[4.5]dec-8-yl)-7-propyl[1,2,4]triazolo[1,5-a]pyrimidin-5(4H)-one 
• 4158-86-5 4-oxo-2,2-dimethyl-1,3-dioxolane 
• 41010-26-8 rac-2-Phenyl-1,3-dioxolan-4-on 

Relevant academic research and scientific papers

Beta-lactam synthesis

The present invention is directed to a process for the preparation of β-lactams. Generally, an imine is cyclocondensed with a ketene acetal or enolate to form the β-lactam product in a "one pot" synthesis, this process is generally performed at a higher temperature than conventional processes.

Synthesis and anti-tubulin activity of a 3′-(4-Azidophenyl)-3′- dephenylpaclitaxel photoaffinity probe

The synthesis and biological evaluation of a novel paclitaxel photoaffinity probe is described. The synthesis involved the preparation of an azide-containing C13 side chain through a Staudinger cycloaddition followed by a lipase-mediated kinetic resolution to obtain the azetidinone in 99% ee. Coupling of the enantiopure side chain precursor to 7-TES-baccatin III and subsequent silyl ether deprotection afforded 3′-(4-azidophenyl)-3′- dephenylpaclitaxel, which was shown to be as active as paclitaxel in tubulin assembly and cytotoxicity assays.

Identification of products containing -COOH, -OH, and -C=O in atmospheric oxidation of hydrocarbons

Atmospheric oxidation of hydrocarbons by hydroxyl radicals and ozone leads to products containing -COOH, -OH, and -C=O functional groups. The high polarity of such compounds precludes direct GC-MS analysis. In addition, many such compounds often exist in a single sample at trace levels. An analytical method has been developed to identify compounds containing one or more functional groups of carbonyl, carboxy, and hydroxy in atmospheric samples. In the method, -C=O groups are derivatized using O-(2,3,4,5,6- pentafluorobenzyl) hydroxy amine (PFBHA), and -COOH and -OH groups are derivatized using a silylation reagent N,O-bis(trimethylsilyl)- trifluoroacetamide (BSTFA). The derivatives are easily resolved by a GC column. The chemical ionization mass spectra of these derivatives exhibit several pseudomolecular ions, allowing unambiguous determination of molecular weights. Functional group identification is accomplished by monitoring the ions in the electron ionization mass spectra that are characteristic of each functional group derivative: m/z 181 for carbonyl and m/z 73 and 75 for carboxyl and hydroxy groups. The method is used to identify products in laboratory studies of ozone oxidation of α-pinene and Δ3-carene. Among products from ozone oxidation of α-pinene, we have detected pinonaldehyde, norpinonaldehyde, pinonic acid, norpinonic acid, C10 hydroxy dicarbonyls, pinic acid, 2,2-dimethyl-3-(formylmethyl)-cyclobutane-formic acid, and a product that has a molecular weight of 156 and contains a C=O and a COOH/OH group. The latter two products have not been reported previously. Δ3- Carene is structurally analogous to α-pinene in that both have an internal unsaturated bond where ozone oxidation takes place. We have also identified the corresponding analogous products, of which all but caronaldehyde are reported for the first time. An analytical method was developed to identify compounds containing one or more functional groups of carbonyl, carboxyl and hydroxyl in atmospheric samples. -C-to-O double bond groups are derivatized using 0-(2,3,4,5,6-pentafluorobenzyl)hydroxyl amine, and -COOH and -OH groups are derivatized using a silylation reagent N,O-bis(trimethylsilyl)-trifluoroacetamide. The derivatives are resolved using a gas chromatography column coupled with mass spectrometry. The method identified products in laboratory studies of ozone oxidation of α-pinene and Δ3-carene.

1-Hydroxymethyl-1-oxo-prostane-derivatives of the E, A and F-series

The invention disclosed herein relates to pharmacologically active prostaglandin derivatives of the E, F, or A series having on the terminal methylene carbon of the alpha chain a substituent selected from the group consisting of: STR1 wherein R is an alkyl group and R15 is C1 -C4 alkyl, di-C1 -C4 -alkylamino, C1 -C4 alkoxy, and phenyl or phenyl substituted with one or more substituents from the group consisting of C1 -C4, OR, SR, F, or Cl wherein R is as previously defined.

1-Substituted-1-oxo-prostane-derivatives of the E, A and F series

The invention disclosed herein relates to pharmacologically active prostaglandin derivatives of the E, F, or A series having on the terminal methylene carbon of the alpha chain, a substituent selected from the group consisting of: STR1 wherein R is C1 to C6 alkyl, and phenyl or phenyl substituted with one or more substituents selected from the group consisting of C1 -C4 alkyl, OR16, SR16, F, or Cl, and R16 is C1 to C6 alkyl.

1-Hydroxymethyl-1-1-oxo prostane derivatives of the E and F series

The invention disclosed herein relates to pharmacologically active prostaglandin derivatives of the E, F, or A series having on the terminal methylene carbon of the alpha chain a substituent selected from the group consisting of: STR1 wherein R is an alkyl group and R15 is C1 -C4 alkyl, C1 -C4 alkoxy, di-C1 -C4 -alkylamino, and phenyl orphenyl substituted with one or more substituents selected from the group consisting of C1 -C4 alkyl, OR, SR, F, or Cl wherein R is as previously defined.

Condensation of Glycolic, Lactic and 2-Hydroxybutanoic Acids during Heating and Identification of the Condensation Products by GLS-MS

Glycolic, lactic and 2-hydroxybutanoic acids are partly converted to various condensation products during heating.This conversion was studied at 100 deg C and 125 deg C by identifying the trimethylsilylated products consisted of both linear (dimers and trimers) and cyclic (dimers) structures.The influence of the condensation on the recovery and purification of the hydroxy acids by distillation is discussed.

1-Hydroxymethyl-1-oxo-prostane derivatives of the E2 series

Derivatives, analogs, and congeners of prostane having a 1-(hydroxymethyl)-1-oxo-prostane structure in the E2 series.