201996-64-7

Upstream product

• 1200-07-3 trans-4-bromocinnamic acid 
• 6638-79-5 N,O-dimethylhydroxylamine*hydrochloride 
• 106-37-6 1.4-dibromobenzene 
• 193634-77-4 N-methoxy-N-methylacrylamide 
• 589-87-7 1,4-bromoiodobenzene 
• 1048364-46-0 2-[3,5-bis(trifluoromethyl)phenylsulfonyl]-N-methoxy-N-methylacetamide 
• 1122-91-4 4-bromo-benzaldehyde 
• 27465-66-3 4-bromocinnamoyl chloride 

Downstream Products

• 134198-10-0 racemic 2-(4-bromo-phenyl)-trans-cyclopropanecarboxylic acid N-methoxy-N-methyl-amide 
• 690257-96-6 (2S,3E)-4-(4-bromophenyl)-3-buten-2-ol 
• 870784-23-9 (2S,3S)-3-[(tert-butoxylcarbonyl)amino]-4-((3S)-3-fluoropyrrolidin-1-yl)-2-[4-(N-butoxycarboxylcyclohexyl)]-N,N-dimethyl-4-oxobutanamide 
• 870773-56-1 (3S)-1-[(2S,3S)-3-(4-(N-butoxycarbonyl)phenyl)-2-(tert-butoxycarbonylamino)-3-(dimethylaminocarbonyl)-1-oxopropanyl]-3-difluoropyrrolidine 
• 705293-01-2 tert-butyl [(1S,2S)-3-(dimethylamino)-1-{[(3S)-3-fluoropyrrolidin-1-yl]carbonyl}-2-(4-hydroxyphenyl)-3-oxopropyl]carbamate 
• 705293-00-1 tert-butyl [(1S,2S)-3-(dimethylamino)-1-{[(3S)-3-fluoropyrrolidin-1-yl]carbonyl}-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-3-oxopropyl]carbamate 
• 705292-98-4 (2S,3S)-3-N-(tert-butoxycarbonyl)amino-2-(4-bromophenyl)-4-[(3S)-3-fluoropyrrolidin-1-yl]-N,N-dimethyl-4-oxobutanamide 
• 705292-97-3 (3S)-1-[(2S,3S,4E)-3-(4-bromophenyl)-2-(tert-butoxycarbonylamino)hex-4-enoyl]-3-fluoropyrrolidine 
• 690257-98-8 methyl (βS)-4-bromo-N-(tert-butoxycarbonyl)-β-[(1E)-prop-1-enyl]-L-phenylalaninate 
• 690258-03-8 (βS)-4-bromo-N-(tert-butoxycarbonyl)-β-[(1E)-prop-1-en-1-yl]-L-phenylalanine 
• 690257-97-7 (1S,2E)-3-(4-bromophenyl)-1-methylprop-2-en-1-yl N-(tert-butoxycarbonyl)glycinate 
• 20511-04-0 (E)-4-(4-bromophenyl)but-3-ene-2-one 

Relevant academic research and scientific papers

An Efficient One-Pot Synthesis of N-Methoxy-N-methylamides from Carboxylic Acids

Several N-methoxy-N-methylamides were prepared by the reaction of the corresponding carboxylic acids with N,O-dimethylhydroxylamine hydrochloride at room temperature using trichloromethyl chloroformate in the presence of triethylamine in excellent yields.

Ionic liquids, microwave irradiation, and the synthesis of aryl Weinreb amides

Abstract: The Heck coupling of aryl halides and N-methoxy-N-methylacrylamide was investigated in the room-temperature ionic liquids [BMIM][PF6], [BMIM][Br], [BMIM][BF4], [BMIM][OH], [BMIM][HCOO], EAN, PAN, and ETAN. Excellent yields of the expected N-methoxy-N-methylcinnamamides (ca 90%) and purity (>?96%) were afforded on simple diethyl ether extraction from [BMIM][PF6] and [BMIM][OH]. The described procedure was highly substrate tolerant with methyl, methoxy, fluoro, trifluoromethyl, ester, cyano, hydroxy, naphthyl, and quinolone moieties well tolerated. Poor yields or no reactions were observed with –NH2 and –NO2 moieties. The use of microwave irradiation reduced reaction times from 3?h (thermal) to 5–15?min with no substantive effect on reaction outcome. Graphical abstract: [Figure not available: see fulltext.].

3,5-Bis(trifluoromethyl)phenyl sulfones for the highly stereoselective Julia-Kocienski synthesis of α,β-unsaturated esters and weinreb amides

The 3,5-bis(trifluoromethyl)phenyl (BTFP) sulfones tert-butyl α-(BTFPsulfonyl)acetate (4) and Weinreb α-(BTFPsulfonyl)-acetamide (5) have successfully been employed in the Julia-Kocienski olefination of aldehydes with K2CO3 as the base at 120°C in DMF under solid/liquid phase-transfer catalysis conditions to afford α,β- unsaturated esters and Weinreb amides, respectively. The corresponding products were obtained in good yields and with high E stereoselectivities (E/Z up to >99:1), especially in the case of the amides. A detailed computational study of the Julia-Kocienski olefination with BTFP sulfone 4 was carried out and confirmed the existence of an equilibrium in the initial addition of the sulfone enolate to the aldehyde and, in contrast to other proposed mechanisms, a non-concerted final elimination of SO2 and 3,5-bis-(trifluoromethyl) phenoxide. A plausible explanation for the high E diastereoselectivity observed in the reaction has been suggested based on kinetic considerations at spirocyclic TS2 and thermodynamic factors during the elimination after TS2. ESI-MS studies carried out during the olefination reaction of benzaldehyde with BTFP sulfone 4 were used to characterize the sulfone enolate and the intermediate assumed for the reaction mechanism. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

CYCLOPROPYL AMINE DERIVATIVES

Compounds of formula (I) are useful in treating conditions or disorders prevented by or ameliorated by histamine-3 receptor ligands. Also disclosed are pharmaceutical compositions comprising the histamine-3 receptor ligands, methods for using such compoun

CYCLOHEXYLALANINE DERIVATIVES AS DIPEPTIDYL PEPTIDASE-IV INHIBITORS FOR THE TREATMENT OR PREVENTION OF DIABETES

The present invention is directed to novel cyclohexylalanine derivatives which are inhibitors of the dipeptidyl peptidase-IV enzyme ("DP-IV inhibitors") and which are useful in the treatment or prevention of diseases in which the dipeptidyl peptidase-IV enzyme is involved, such as diabetes and particularly type 2 diabetes. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which the dipeptidyl peptidase-IV enzyme is involved.