221158-91-4

Upstream product

• 221158-92-5 methyl 2-azidocarbonyl-(1R,2S)-cyclobutane-1-carboxylate 
• 100-51-6 benzyl alcohol 
• 88335-88-0 (1S,2R)-cis-2-methoxycarbonyl-cyclobutane-1-carboxylic acid 
• 2607-03-6 dimethyl cis-1,2-cyclobutanedicarboxylate 
• 221158-93-6 2-benzyloxycarbonylamino-(1R,2S)-cyclobutane-1-carboxylic acid 
• 74-88-4 methyl iodide 

Downstream Products

• 221158-94-7 methyl 2-amino-(1R,2S)-cyclobutane-1-carboxylate 
• 221158-93-6 2-benzyloxycarbonylamino-(1R,2S)-cyclobutane-1-carboxylic acid 
• 1432660-70-2 benzyl N-[(1S,2S)-2-(pyrrolidinylmethyl)cyclobutyl]carbamate 
• 1432660-69-9 [(1R,2S)-2-(benzyloxycarbonylamino)cyclobutyl]methyl methanesulfonate 
• 1432660-67-7 benzyl N-[(1S,2R)-2-(hydroxymethyl)cyclobutyl]carbamate 
• 1432660-81-5 1-[3,5-bis(trifluoromethyl)phenyl]-3-[(1S,2S)-2-(pyrrolidinylmethyl)cyclobutyl]thiourea 
• 1432660-80-4 1-phenyl-3-[(1R,2S)-2-(pyrrolidinylmethyl)cyclobutyl]thiourea 
• 316363-48-1 2-benzyloxycarbonylamino-(1R,2S)-cyclobutane-1-carboxylic acid N-methoxycarbonylethyl amide 
• 221158-95-8 (1R,2S)-cis-2-amino-cyclobutane-1-carboxylic acid 
• 517913-91-6 (1R,2S)-2-[((1R,2S)-2-Benzyloxycarbonylamino-cyclobutanecarbonyl)-amino]-cyclobutanecarboxylic acid methyl ester 

Relevant academic research and scientific papers

Stereoselective synthesis of (-)-(1R,2S)-2-aminocyclobutane-1-carboxylic acid, a conformationally constrained β-amino acid

The title compound as well as some derivatives have been synthesized for the first time in optically active form by means of a chemoenzymatic transformation used to induce asymmetry in achiral precursors. The enantio- and diastereomeric purity has been determined by HPLC and NMR techniques.

TRIAZACYCLODODECANSULFONAMIDE ("TCD")-BASED PROTEIN SECRETION INHIBITORS

Provided herein are triazacyclododecansulfonamide ("TCD")-based protein secretion inhibitors, such as inhibitors of Sec61, methods for their preparation, related pharmaceutical compositions, and methods for using the same. For example, provided herein are compounds of Formula (I) and pharmaceutically acceptable salts and compositions including the same. The compounds disclosed herein may be used, for example, in the treatment of diseases including inflammation and/or cancer.

Enantioselective synthetic approaches to cyclopropane and cyclobutane β-amino acids: Synthesis and structural study of a conformationally constrained β-dipeptide

Synthetic approaches to carbocyclic compounds, namely cyclopropane and cyclobutane β-amino acids, are presented. One of them is based on enzymatic desymmetrization of meso diesters, leading to the enantioselective production of cis-hemiesters, which afforded β-amino acids through Curtius rearrangements. The enantiomeric excess for the cyclobutane derivatives was 91% whereas the cyclopropanes were obtained in 63% ee. According to another strategy, an enantiomerically pure cyclopropane trans-β-amino acid, bearing a quaternary center, has been synthesized from a homochiral precursor easily available from D-glyceraldehyde. The preparation and structural investigation of the first synthesized cyclobutane containing dipeptide is also described. A hairpin-like conformation of this molecule in the solid state has been demonstrated by X-ray structural analysis, showing crystal packing induced by the presence of the rigid cyclobutane moiety and the formation of intermolecular hydrogen bonds. NMR experiments confirmed that these molecules also tend to produce aggregates in solution. On the contrary, theoretical calculations suggest that intramolecular interactions are important in the gas phase, as expected. Copyright (C) 2000 Elsevier Science Ltd.