5370-28-5

Upstream product

• 124-40-3 dimethyl amine 
• 108-12-3 isopentanoyl chloride 
• 75-30-9 2-iodo-propane 
• 127-19-5 N,N-dimethyl acetamide 
• 680-31-9 N,N,N,N,N,N-hexamethylphosphoric triamide 
• 2364-50-3 isovaleranilide 
• 75-26-3 isopropyl bromide 
• 506-59-2 N,N-dimethylammonium chloride 
• 503-74-2 3-methylbutyric acid 
• 14064-75-6 (E)-N,N-dimethylcrotonamide 
• 75-16-1 methylmagnesium bromide 

Downstream Products

• 590-86-3 isovaleraldehyde 
• 55100-51-1 N,N-Diethyl-2-(hydroxy-diphenyl-methyl)-3-methyl-butyramide 
• 90421-19-5 threo-2-(α-hydroxybenzyl)-N,N,3-trimethylbutanamide 
• 88976-10-7 2-(2-methylpropyl)quinazolin-4(3H)-one 
• 90421-18-4 (1S,2S)-2-Dimethylaminomethyl-3-methyl-1-phenyl-butan-1-ol 

Relevant academic research and scientific papers

Chiral Metal Salts as Ligands for Catalytic Asymmetric Mannich Reactions with Simple Amides

Catalytic asymmetric Mannich reactions of imines with weakly acidic simple amides were developed using a chiral potassium hexamethyldisilazide (KHMDS)-bis(oxazoline) potassium salt (K-Box) catalyst system. The desired reactions proceeded to afford the tar

Lewis Acid Enabled Copper-Catalyzed Asymmetric Synthesis of Chiral β-Substituted Amides

Here we report that readily available silyl- and boron-based Lewis acids in combination with chiral copper catalysts are able to overcome the reactivity issues of unactivated enamides, known as the least reactive carboxylic acid derivatives, toward alkyla

Bromination of enamines from tertiary amides using the petasis reagent: A convenient one-pot regioselective route to bromomethyl ketones

An original one-pot synthesis of bromomethyl ketones is achived using the Petasis reagent (dimethyltitanocene) as a key for enamine generation. Several amides were used to test the limits of the procedure by changing either the alkyl chain R or the amino portion of the starting materials. The enamines generated in situ were allowed to react with bromine at low temperature followed by hydrolysis to yield bromomethyl ketones in excellent yields (85 to 95%). Mechanistic details and optimum conditions for the reaction are briefly discussed. The present approach offers several advantages such as regioselectivity in enamine formation, good yields, mild reaction conditions, and ease of experimentation.

A chiral axis due to an acyclic imide-Ar bond: A study of steric effects of acyl groups on racemization

Studies on the racemization in a series of optically active compounds 3a-e, including the steric effect of their acyl groups, are described. The first example of optically active compounds 3c and 3d, which possess axial chirality based on an acyclic imide-Ar bond, has been reported. A quite interesting result has been revealed, namely, that 3a bearing a bulky acyl group rather than a relatively small one racemized more easily. To explain this observed phenomenon, 13C NMR experiments and the reaction with benzylamine of 3a-e were undertaken. These results suggested that the t-BuCO-N bond in 3a which racemized easily, is more twisted, compared with the RCO-N bonds in 3b-e which are relatively stable to racemization. Furthermore, the absolute configuration of 3b and 3c has been determined to be R by the CD spectrum and the X-ray crystallographic analysis of racemic 3f has been accomplished. (C) 2000 Published by Elsevier Science Ltd.