295800-05-4

Usage

Uses

Used in Pharmaceutical Synthesis:
(S)-tert-butyl 3-methyl-1-oxo-1-phenylbutan-2-ylcarbamate is used as an intermediate in the synthesis of various pharmaceuticals for [application reason, e.g., its unique reactivity or structural properties that facilitate the creation of specific drug molecules].
Used in Agrochemical Production:
In the agrochemical industry, (S)-tert-butyl 3-methyl-1-oxo-1-phenylbutan-2-ylcarbamate is used as a building block for the development of new agrochemicals for [application reason, e.g., its potential to enhance crop protection or improve the effectiveness of existing products].
Used in Organic Chemistry as a Reagent:
(S)-tert-butyl 3-methyl-1-oxo-1-phenylbutan-2-ylcarbamate is used as a reagent in organic chemistry for [application reason, e.g., its ability to participate in specific reactions that are crucial for the synthesis of complex organic molecules].
Used in Drug Discovery and Development:
Within the field of drug discovery and development, (S)-tert-butyl 3-methyl-1-oxo-1-phenylbutan-2-ylcarbamate is used as a key compound for [application reason, e.g., its potential to serve as a precursor to novel therapeutic agents or its utility in optimizing the pharmacokinetic properties of drug candidates].

Upstream product

• 13734-41-3 t-Boc-L-valine 
• 87694-52-8 tert-butyl (S)-1-(N-methoxy-N-methylcarbamoyl)-2-methylpropylcarbamate 
• 100-58-3 phenylmagnesium bromide 
• 100-59-4 phenylmagnesium chloride 

Downstream Products

• 1136153-43-9 tert-butyl [(1S,2S)-1-(hydroxy(phenyl)methyl)-2-methyl-propyl]-carbamate 

Relevant academic research and scientific papers

Diastereoselective Synthesis of Nonplanar 3-Amino-1,2,4-oxadiazine Scaffold: Structure Revision of Alchornedine

Herein, we report the diastereoselective synthesis of a 3-amino-1,2,4-oxadiazine (AOXD) scaffold. The presence of a N-O bond in the ring prevents the planar geometry of the aromatic system and induces a strong decrease in the basicity of the guanidine moiety. While DIBAL-H appeared to be the most efficient reducing agent because it exhibited high diastereoselectivity, we observed various behaviors of the Mitsunobu reaction on the resulting β-aminoalcohol, leading to either inversion or retention of the configuration depending on the steric hindrance in the vicinity of the hydroxy group. The physicochemical properties (pKa and log D) and hepatic stability of several AOXD derivatives were experimentally determined and found that the AOXD scaffold possesses promising properties for drug development. Moreover, we synthesized alchornedine, the only natural product with the AOXD scaffold. Based on a comparison of the analytical data, we found that the reported structure of alchornedine was incorrect and hypothesized a new one.

Discovery of a Novel Oral Glucocorticoid Receptor Modulator (AZD9567) with Improved Side Effect Profile

Synthetic glucocorticoids (GC) are essential for the treatment of a broad range of inflammatory diseases. However, their use is limited by target related adverse effects on, e.g., glucose homeostasis and bone metabolism. Starting from a nonsteroidal GR li

A highly stereoselective synthesis of optically active trisubstituted 1,2-ethylenediamines: The first example of Grignard addition to N-diphenylphosphinoyl ketimines derived from amino acids

The efficient synthesis of optically active trisubstituted 1,2-ethylenediamines is described. Addition of aryl and/or alkyl Grignard reagents to α-amino N- diphenylphosphinoyl ketimines derived from α-amino acids was demonstrated to afford the desired tri

Improved syntheses of α-BOC-aminoketones from α-BOC-amino-Weinreb amides using a pre-deprotonation protocol

A general procedure was developed to prepare α-BOC-aminoketones in good yields from α-BOC-amino Weinreb amides containing an exchangeable amino proton. By first deprotonating this amino group using 1 equiv. of a simple alkyl Grignard base, only a stoichio