105192-90-3

Usage

Uses

Used in Pharmaceutical Industry:
ACHPA is used as a building block for the synthesis of various pharmaceutical compounds due to its high reactivity and versatility in chemical transformations.
Used in Agrochemical Industry:
ACHPA is used as a precursor in the synthesis of agrochemicals, contributing to the development of effective and targeted pest control solutions.
Used in Materials Science:
ACHPA is utilized in the production of advanced materials, taking advantage of its unique structure and reactivity to create innovative material properties.
Used as a Chiral Auxiliary in Asymmetric Synthesis:
ACHPA is employed as a chiral auxiliary to facilitate asymmetric synthesis, enabling the production of enantiomerically pure compounds, which are essential in various applications, including pharmaceuticals and agrochemicals.
Used as a Ligand for Transition Metal Catalysis:
ACHPA serves as a ligand in transition metal catalysis, enhancing the efficiency and selectivity of catalytic reactions in organic synthesis.

Upstream product

• 17193-39-4 methyl 3-cyclohexyl-L-alaninate hydrochloride 
• 126910-75-6 (S)-5-(cyclohexylmethyl)-2,4-pyrrolidinedione 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 124947-31-5 N-(isopropoxycarbonyl)-L-phenylalanine methyl ester 
• 124995-02-4 (S)-N-(isopropoxycarbonyl)phenylalaninol 
• 128540-54-5 (S)-3-cyclohexyl-2-(isopropoxycarbonyl)aminopropanol 
• 128540-53-4 (S)-3-cyclohexyl-2-(isopropoxycarbonyl)aminopropanol 
• 63-91-2 L-phenylalanine 
• 126910-82-5 (S)-α-<(3-ethoxy-1,3-dioxopropyl)amino>cyclohexanepropanoic acid, methyl ester 
• 126910-73-4 (S)-5-(cyclohexylmethyl)-2,5-dihydro-4-hydroxy-2-oxo-1H-pyrrole-3-carboxylic acid, ethyl ester 
• 126910-77-8 <4S(RS),5S>-5-(cyclohexylmethyl)-4-<(tetrahydro-2H-pyran-2-yl)oxy>-2-pyrrolidinone 
• 126910-76-7 (4S-cis)-5-(cyclohexylmethyl)-4-hydroxy-2-pyrrolidinone 
• 161123-45-1 (3S,5S,6R)-3-Cyclohexylmethyl-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester 

Relevant academic research and scientific papers

A New Method for Hydroxymethylene Peptide Isostere Synthesis: Asymmetric Synthesis of Statine

The asymmetric synthesis of (-)-Statine is described.The key step of the synthesis involves the coupling of hemi-acetal 6 with the ketene silyl acetal of methyl acetate.

A highly stereoselective synthesis of (3S,4S)-statine and (3S,4S)-cyclohexylstatine

The title compounds, which are synthetic intermediates of renin inhibitors, could be prepared from (S)-leucine and (S)-phenylalanine, respectively, by employing highly stereoselective aldol reactions of O-methyl-O-trimethylsilyl ketene acetal with an (S)-

An expeditious synthesis of (3S,4S)-statine and (3S,4S)cyclohexylstatine

The title synthesis could be accomplished by employing highly stereoselective aldol reaction of O-methyl-O-trimethylsilyl ketene acetal with the (S)-α-amido aldehyde (2) in the presence of titanium (IV) chloride as a key step.

Synthesis of Statine and Its Analogues

Statine, (3S,4S)-4-amino-3-hydroxy-6-methylheptanoic acid, and its analogues were prepared from 5,6-anhydro-3-deoxy-1,2-O-isopropylidene-D-glucofuranose.The key step is the stereospecific reaction of the epoxy sugar with the Grignard reagent.

STEREOSPECIFIC SYNTHESIS OF S,S-STATINE AND ITS CONGENERS

Statine, (STA, 8) and its cyclohexyl analog (ACHPA, 9) are obtained by a stereospecific synthesis via tetramic acid chemistry.Amides of STA and ACHPA, useful for the synthesis of antihypertensive renin inhibitors, are prepared directly from the intermedia