905589-59-5

Upstream product

• 545-06-2 trichloroacetonitrile 
• 93-03-8 (3,4-dimethoxyphenyl)methanol 

Downstream Products

• 105014-95-7 1-[(2R,3R,3aR,9aR)-3-(3,4-Dimethoxy-benzyloxy)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-3-(2-methoxy-ethoxymethyl)-1H-pyrimidine-2,4-dione 
• 185300-91-8 (3,4-Dimethoxy-benzyloxy)-acetic acid methyl ester 
• 212051-39-3 methyl 3-(3,4-dimethoxy-benzyloxy)-2-(R)-methyl-propionate 
• 905589-58-4 (2S,3R)-1-tert-butyldimethylsilyl-2-chloro-3-(3,4-dimethoxybenzyl)-4-methoxymethyl-butane-1,3,4-triol 
• 101538-31-2 3,4-dimethoxybenzyl benzoate 
• 370097-41-9 4-(3-bromo-propoxymethyl)-1,2-dimethoxy-benzene 
• 1221294-62-7 C₃₄H₄₈O₇Si 
• 105038-58-2 Phosphoric acid (2R,3R,4R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(3,4-dimethoxy-benzyloxy)-5-[3-(2-methoxy-ethoxymethyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-tetrahydro-furan-3-yl ester 5-chloro-quinolin-8-yl ester 
• 105038-56-0 1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(3,4-dimethoxy-benzyloxy)-4-hydroxy-tetrahydro-furan-2-yl]-3-(2-methoxy-ethoxymethyl)-1H-pyrimidine-2,4-dione 
• 105014-96-8 1-[(2R,3R,4R,5R)-3-(3,4-Dimethoxy-benzyloxy)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl]-3-(2-methoxy-ethoxymethyl)-1H-pyrimidine-2,4-dione 
• 185300-92-9 (2S,5R,6S,7R)-7-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxy)-1-((S)-4-isopropyl-2-oxo-oxazolidin-3-yl)-6-methyl-octane-1,3-dione 
• 185300-83-8 (S)-3-[(2S,3R,5R,6S,7R)-7-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxy)-3-hydroxy-6-methyl-octanoyl]-4-isopropyl-oxazolidin-2-one 
• 1054698-71-3 (S)-3-[(S)-2-[(2R,4R,5S,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxy-5,6-dimethyl-tetrahydro-pyran-2-yl]-2-(3,4-dimethoxy-benzyloxy)-acetyl]-4-isopropyl-oxazolidin-2-one 
• 185300-85-0 (S)-3-[2-(3,4-Dimethoxy-benzyloxy)-acetyl]-4-isopropyl-oxazolidin-2-one 

Relevant academic research and scientific papers

Synthesis of 1,1′-diarylethanes and related systems by displacement of trichloroacetimidates with trimethylaluminum

Benzylic trichloroacetimidates are readily displaced by trimethylaluminum under Lewis acid promoted conditions to provide the corresponding methyl substitution product. This method is a convenient way to access 1,1′-diarylethanes and related systems, which play a significant role in medicinal chemistry, with a number of systems owing their biological activity to this functionality. Most benzylic substrates undergo ready displacement, with electron deficient systems being the exception. The use of an enantiopure imidate showed significant racemization, implicating the formation of a cationic intermediate.

A Simple Method for the Preparation of Stainless and Highly Pure Trichloroacetimidates

We describe a method for obtaining various allylic, benzylic, and glucosyl 2,2,2-trichloroacetimidates (TCAIs) as stainless liquids or solids at the crude stage. The general synthetic method for the preparation of TCAIs often leads to stained products, and further purification of crude TCAIs causes decomposition due to their instability. In the described method, we use a solvent that barely dissolves the reactant, providing stainless and sufficiently pure TCAIs without requiring a purification step. Furthermore, the reaction mixture is turbid at the beginning and clear at the end, allowing us to monitor the progress of the reaction visually.

Promoter free allylation of trichloroacetimidates with allyltributylstannanes under thermal conditions to access the common 1,1′-diarylbutyl pharmacophore

1,1′-Diarylbutyl groups are a common pharmacophore found in many biologically active small molecules. To access these systems under mild conditions, the reaction of diarylmethyl trichloroacetimidates with allyltributylstannanes was explored. Simply heating allyltributylstannane with the trichloroacetimidate resulted in substitution of the imidate with an allyl group. Unlike other methods used to access these systems, no strong base, transition metal catalyst, Br?nsted acid or Lewis acid promoter was required to affect the transformation. Conversions are best with electron rich benzylic trichloroacetimidate systems, where excellent yields are achieved just by refluxing the reactants together in nitromethane.

Solid-supported synthesis of highly functionalized tripodal peptides with flexible but preorganized geometry: Towards potential serine protease mimics

Tripodal scaffold 1 has been used in the synthesis of a representative member of a library of serine protease mimics, possessing three independent functionalized peptide chains on a central core. Each peptide chain contains one residue of the classical ca