Lithium bis trimethyl silyl amide

Manufactured by Thermo Fisher Scientific

Lithium bis(trimethyl silyl)amide is a chemical compound used as a reagent in organic synthesis. It is a strong, non-nucleophilic base that can be used in a variety of reactions, such as the deprotonation of various organic compounds.

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Lab products found in correlation

Benzyl bromide, by Merck Group (2 mentions) Silver oxide, by Merck Group (2 mentions) Ethyl iodide, by Merck Group (2 mentions) 4 5 diphenylimizadole, by Thermo Fisher Scientific (2 mentions) Deuterated solvent, by Cambridge Isotopes (2 mentions) Haucl4, by Strem Chemicals (2 mentions)

2 protocols using lithium bis trimethyl silyl amide

Synthesis of Gold Compound Au-1

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The preparation of gold compound Au-1 was was performed following a reported synthetic method. 53 (link) H[AuCl 4 ] was purchased from Strem Chemicals (Newburyport, MA). Benzyl bromide, ethyl iodide, and silver oxide were purchased from Sigma Aldrich (St. Louis, MO). 4,5-diphenylimizadole and lithium bis(trimethyl silyl)amide were purchased from Alfa Aesar (Haverhill, MA). Reaction solvents were purchased anhydrous from Fisher Scientific (BDH, ACS Grade) and Sigma-Aldrich. Solvents were dried in a SPS machine, and kept over molecular sieves (3 Å, beads, 4-8 mesh); otherwise over sodium, if necessary. Deuterated solvents were purchased from Cambridge Isotope Laboratories, Inc., and were kept over molecular sieves (3 Å, beads, 4-8mesh). Celite (Celite 545, Diatomaceous Earth) was purchased from VWR International and used as received.

Marciano Y., Nayeem N., Dave D., Ulijn R.V, & Contel M. (2023). N-Acetylation of Biodegradable Supramolecular Peptide Nanofilaments Selectively Enhances Their Proteolytic Stability for Targeted Delivery of Gold-Based Anticancer Agents. ACS biomaterials science & engineering, 9(6).

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Synthesis of Gold Compounds

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Gold compounds 1 and 2 were prepared as previously reported.^{69 ,70 (link)} Chemicals were purchased as indicated: H[AuCl₄] (Strem Chemicals, Newburyport, MA), benzyl bromide, ethyl iodide, and silver oxide (Sigma Aldrich, St. Louis, MO), 4,5-diphenylimizadole and lithium bis(trimethyl silyl)amide (Alfa Aesar, Haverhill, MA). Reaction solvents were purchased anhydrous from Fisher Scientific (BDH, ACS Grade) and Sigma-Aldrich, used without further purification, dried in a SPS machine, and kept over molecular sieves (3 Å, beads, 4–8 mesh), otherwise over sodium if necessary. Deuterated solvents were purchased from Cambridge Isotope Laboratories, Inc., and were kept over molecular sieves (3 Å, beads, 4–8mesh). Celite (Celite 545, Diatomaceous Earth) was purchased from VWR International and used as received.

Colas B., Olivieri I, & Riba M. (1997). Centaurea corymbosa, a cliff-dwelling species tottering on the brink of extinction: A demographic and genetic study. Proceedings of the National Academy of Sciences of the United States of America, 94(7), 3471-3476.

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