42856-59-7

Upstream product

• 58170-50-6 pent-4-enoic acid benzylamide 
• 42856-43-9 1-benzylpiperidine-2,6-dione 
• 542-28-9 3,4,5,6-tetrahydro-2H-pyran-2-one 
• 100-46-9 benzylamine 
• 14273-92-8 methyl 5-hydroxypentanoate 
• 6149-41-3 methyl ester (3-hydroxy) propionic acid 
• 5768-13-8 N-phenylglutarimide 
• 111-29-5 1 ,5-pentanediol 

Downstream Products

• 130422-36-5 4-(Benzylcarbamoyl)butyl Methanesulfonate 
• 4783-65-7 N-benzyl-2-piperidinone 
• 2937-99-7 N-benzyl-5-aminopentan-1-ol 
• 116414-36-9 N-Benzyl-5-(phenylsulfinyl)pentanamide 
• 130422-38-7 N-Benzyl-5-(phenylthio)pentanamide 

Relevant academic research and scientific papers

CATALYST FOR CONVERTING ESTER TO AMIDE USING HYDROXYL GROUP AS ORIENTATION GROUP

Provided is a method for amidating a hydroxy ester compound at a high chemical selectivity. The amidation reaction method for a hydroxy ester compound comprises, in the presence of a catalyst containing a compound of a transition metal of the group 4 or group 5 in the periodic table, reacting at least one kind of hydroxy ester compound selected from the group consisting of an α-hydroxy ester compound, a β-hydroxy ester compound, a γ-hydroxy ester compound and a δ-hydroxy ester compound with an amino compound so as to amidate an ester group having a hydroxyl group at the α-, β-, γ- or δ-position of the hydroxy ester compound.

Organotin-catalyzed synthesis of hydroxyalkylamides from lactones via a ring-opening process

A new strategy for the facile synthesis of hydroxyalkylamides through the ring-opening reaction of lactone with amine promoted by dibutyltin acetate was developed. A series of hydroxyalkylamide compounds were obtained and the method was successfully applied to the synthesis of pharmaceutically active molecules tyrosinase inhibitor V and HDAC inhibitor VI via a three-step synthetic pathway. The broad substrate scope, mild reaction conditions and practical application proved the effectiveness, compatibility and practicality of this method.

Preparation method of hydroxyamide

The invention discloses a preparation method of a hydroxyamide shown as formula (I). The hydroxyamide is prepared through homogeneous catalytic hydrogenation reaction of a cyclic imide represented byformula (II), wherein R1, R2 and R3 are respectively and

Synthesis of Cyclic Imides by Acceptorless Dehydrogenative Coupling of Diols and Amines Catalyzed by a Manganese Pincer Complex

The first example of base-metal-catalyzed dehydrogenative coupling of diols and amines to form cyclic imides is reported. The reaction is catalyzed by a pincer complex of the earth abundant manganese and forms hydrogen gas as the sole byproduct, making the overall process atom economical and environmentally benign.

Direct, rapid, solvent-free conversion of unactivated esters to amides using lithium hydroxide as a catalyst

A simple, solvent-free methodology is reported for the direct conversion of esters to amides using lithium hydroxide as a catalyst. The approach allows for the preparation of a range of amide products as well as being applicable to the ring-opening of a representative lactone.

Reductive hydroxyalkylation/alkylation of amines with lactones/esters

We have developed a one-pot method for the direct intermolecular reductive hydroxyalkylation or alkylation of amines using lactones or esters as the hydroxyalkylating/alkylating reagents. The method is based on the in situ amidation of lactones/esters with DIBAL-H-amine complex (for primary amines) or DIBAL-H-amine hydrochloride salt complex (for secondary amines), followed by reduction of the amides with an excess of DIBAL-H. Different from the reduction of Weinreb amides with DIBAL-H where aldehydes are formed, the reduction of the in situ formed Weinreb amides yielded amines. Moreover, this method is not limited to Weinreb amides, instead, it also works for other amides in general. A plausible mechanism is suggested to account for the outcome of the reactions.

Scope and applications of second generation palladium-catalyzed cycloalkenylation. Stereoselective total syntheses of isoiridomyrmecin, isodihydronepetalactone, and α-skytanthine

Functionalized bicyclo[3.2.1]octanes, -oxabicyclo-[4.3.0]nonanes, 3-azabicyclo[3.3.0]octanes, and 3-azabicyclo[4.3.0]nonanes were easily synthesized via a second generation palladium-catalyzed cycloalkenylation. Isoiridomyrmecin and isodihydronepetalactone, both of which feature a 3-oxabicyclo[4.3.0]nonane subunit, were stereoselectively synthesized via a second generation palladium-catalyzed cycloalkenylation as the key step. α-Skytanthine, a typical 3-azabicyclo[4.3.0]nonane alkaloid, was also constructed using the same catalytic cyclization protocol.

Chemoselective hydrogenation of imides catalyzed by Cp*Ru(PN) complexes and its application to the asymmetric synthesis of paroxetine

This work represents the first catalytic hydrogenation of imides into amides and primary alcohols, in which the unique chemoselectivity is originated from the bifunctional nature of ruthenium-NH moiety in the catalyst. Copyright

Rhodium(I)- and iridium(I)-catalyzed hydroboration reactions: Scope and synthetic applications

A study of the rhodium(I)- and iridium(I)-catalyzed hydroboration of olefins with catecholborane is described. Applications to organic synthesis were one focus of this investigation. The scope of the reaction was defined, and issues of stereoselection were addressed. The rhodium-catalyzed hydroboration of several classes of allylic alcohols was found to be highly diastereoselective, preferentially affording the isomer complementary to that furnished by the uncatalyzed variant of the reaction (9-BBN). The first two general approaches to effecting a directed olefin hydroboration were developed. Both phosphinites and amides proved capable of delivering the transition metal reagent.