78574-20-6

Upstream product

• 27356-88-3 ethyl 2-methylene-5-phenylpentanoate 
• 26395-09-5 diethyl 2-(3-phenylpropyl)malonate 
• 637-59-2 1-Bromo-3-phenylpropane 
• 1462-75-5 3-phenylpropylmagnesium bromide 
• 861803-26-1 dimethylaminomethyl-(3-phenyl-propyl)-malonic acid 

Downstream Products

• 116112-43-7 2-acetylthiomethyl-5-phenylpentanoic acid 
• 203246-92-8 2-bromomethyl-5-phenyl-pentanoic acid 
• 138063-56-6 2-(2-Mercaptomethyl-5-phenyl-pentanoylamino)-ethanesulfonic acid 
• 138063-57-7 4-(2-Mercaptomethyl-5-phenyl-pentanoylamino)-benzenesulfonic acid 
• 116112-41-5 Sodium; 2-(2-acetylsulfanylmethyl-5-phenyl-pentanoylamino)-ethanesulfonate 
• 138063-22-6 Sodium; 4-(2-acetylsulfanylmethyl-5-phenyl-pentanoylamino)-benzenesulfonate 
• 111510-70-4 (R)-3-Ethylsulfanyl-2-(2-mercaptomethyl-5-phenyl-pentanoylamino)-propionic acid 
• 111510-61-3 (R)-2-(2-Benzoylsulfanylmethyl-5-phenyl-pentanoylamino)-3-ethylsulfanyl-propionic acid 
• 111510-51-1 Thiobenzoic acid S-(2-chlorocarbonyl-5-phenyl-pentyl) ester 
• 80091-11-8 N,N-diethyl-2-methylene-5-phenylpentanamide 
• 80091-10-7 N-ethyl-2-methylene-5-phenylpentanamide 
• 80091-09-4 2-methylene-5-phenylpentanamide 
• 111510-41-9 2-Benzoylsulfanylmethyl-5-phenyl-pentanoic acid 

Relevant academic research and scientific papers

Practical Synthesis of Phosphinic Dipeptides by Tandem Esterification of Aminophosphinic and Acrylic Acids under Silylating Conditions

In this report, a synthetic protocol for the preparation of phosphinic dipeptides of type 5 is presented. These compounds serve as valuable building blocks for the development of highly potent phosphinopeptidic inhibitors of medicinally relevant Zn-metalloproteases and aspartyl proteases. The proposed method is based on the tandem esterification of α-aminophosphinic and acrylic acids under silylating conditions in order to subsequently participate in a P-Michael reaction. The scope of the transformation was investigated by using a diverse set of readily available acrylic acids and (R)-α-aminophosphinic acids, and high yields were achieved in all cases. In most examples reported herein, the isolation of biologically relevant (R,S)-diastereoisomers became possible by simple crystallization from the crude products, thus enhancing the operational simplicity of the proposed method. Finally, functional groups corresponding to acidic or basic natural amino acids are also compatible with the reaction conditions. Based on the above, we expect that the practicality of the proposed protocol will facilitate the discovery of pharmacologically useful bioactive phosphinic peptides.

Ni-Catalyzed enantioselective reductive arylcyanation/cyclization of: N -(2-iodo-aryl) acrylamide

A Ni/(S,S)-BDPP-catalyzed intramolecular Heck cyclization of N-(2-iodo-aryl) acrylamide with 2-methyl-2-phenylmalononitrile was developed to give oxindoles with good enantioselectivities. We found that utilizing such an electrophilic cyanation reagent cou

Switchable C-H Functionalization of N-Tosyl Acrylamides with Acryloylsilanes

A controllable Rh-catalyzed protocol to access alkylation and alkenylation-annulation of N-tosyl acrylamide with acryloyl silane is reported. In contrast to the directing group or catalyst-dependent divergent sp2 C-H alkylation/alkenylation, the intrinsic property of acryloylsilane allows the switchable reaction manifold, thereby affording either alkylation or annulation products with slight modification of the reaction conditions.

Stereoselective synthesis of Z-vinylsilanes via palladium-catalyzed direct intermolecular silylation of C(sp2)-H bonds

An efficient and convenient palladium-catalyzed direct intermolecular silylation of C(sp2)-H bonds by using disilanes as the silicon source with the assistance of a readily removable bidentate directing group is reported. This strategy provided a regio- and stereoselective protocol for exclusive synthesis of Z-vinylsilanes with reasonable to excellent yields and good functional group compatibility. Silylation of the isolated palladacycle intermediate revealed the Z-stereoselective pathway. Moreover, the practicality and effectiveness of this method were illustrated by a gram-scale experiment and further functionalization of the silylation product.

Rhodium(III)-catalyzed olefinic C-H alkynylation of acrylamides using tosyl-imide as directing group

The Rh(III)-catalyzed C-H alkynylation of acrylamide derivative is realized using a hypervalent alkynyl iodine reagent. The use of a weakly coordinating directing group proved to be of critical importance. This reaction displays broad functional group tolerance and high efficiency, which opens a new synthetic pathway to access functionalized 1,3-enyne skeletons.

Matrix metalloprotease inhibitors

Compounds of formula (I): STR1 as single stereoisomers or mixtures thereof and their pharmaceutically acceptable salts inhibit matrix metalloproteases, such as interstitial collagenases, and are useful in the treatment of mammals having disease states alleviated by the inhibition of such matrix metalloproteases, for example arthritic diseases or bone resorption disease, such as osteoporosis.

MATRIX METALLOPROTEASE INHIBITORS

Compounds of formula (I): STR1 as single stereoisomers or mixtures thereof and their pharmaceutically acceptable salts inhibit matrix metalloproteases, such as interstitial collagenases, and are useful in the treatment of mammals having disease states alleviated by the inhibition of such matrix metalloproteases, for example arthritic diseases or bone resorption diseases, such as osteoporosis.

Synthesis and Hypoglycemic Activity of Phenylalkyloxiranecarboxylic Acid Derivatives

A series of new 2-(phenylalkyl)oxirane-2-carboxylic acids has been synthesized and studied for its effects on the concentration of blood glucose.Most of the compounds exhibit remarkable blood glucose lowering activities in fasted rats.Structure-activity s