57707-55-8

Upstream product

• 20439-47-8 (1R,2R)-1,2-diaminocyclohexane 
• 98-88-4 benzoyl chloride 
• 536-74-3 phenylacetylene 
• 694-83-7 rac-diaminocyclohexane 
• 23405-15-4 benzoic acid N-hydroxysuccinimide ester 
• 93-97-0 benzoic acid anhydride 
• 1121-22-8 trans-1,2-Diaminocyclohexane 
• 13856-24-1 adipaldehyde bis-phenylhydrazone 
• 591-50-4 iodobenzene 
• 201230-82-2 carbon monoxide 
• 110-83-8 cyclohexene 
• 26593-33-9 1,2-diazidocyclohexane 
• 88-67-5 2-Iodobenzoic acid 
• 609-67-6 2-Iodobenzoyl chloride 

Downstream Products

• 65838-10-0 (1R,2R)-N,N'-dibenzylcyclohexane-1,2-diamine 
• 1214752-62-1 (3aR,7aR)-1-benzoyl-2-phenyl-3a,4,5,6,7,7a-hexahydrobenzimidazole 
• 145615-25-4 (1R,2R)-1,2-bis(N-methylbenzamido)cyclohexane 

Relevant academic research and scientific papers

Preparation method of (1R,2R)-(-)-N,N'-dimethyl-1,2-cyclohexanediamine

The invention discloses a preparation method of (1R,2R)-(-)-N,N'-dimethyl-1,2-cyclohexanediamine. A methylation reaction of a cyclohexane compound represented by formula III and a methylation reagentis carried out in a solvent under the acation of an alkali to obtain a cyclohexane compound shown as a formula II. An amino group is protected through a benzoyl group, two methyl groups on the amino group can be avoided from being added at the same time, the methylation reaction condition is mild, benzoyl hydrolysis is easy, the danger that a large amount of lithium aluminum hydride is used is avoided, generation of solid waste is reduced, and environmental protection is facilitated. The method disclosed by the invention is low in cost, environment-friendly, high in reaction yield and suitablefor industrial safe mass production.

N-Acyl-N-(4-chlorophenyl)-4-nitrobenzenesulfonamides: Highly selective and efficient reagents for acylation of amines in water

A variety of N-acyl-N-(4-chlorophenyl)-4-nitrobenzenesulfonamides (1a-e) were synthesized in one pot from 4-chloroaniline under solvent-free conditions and have been developed as chemoselective N-acylation reagents. Selective protection of primary amines in the presence of secondary amines, acylation of aliphatic amines in the presence of aryl amines, and monofunctionalization of primary-secondary diamines as well as selective N-acylation of amino alcohols using these reagents are described. All of the acylation reactions were carried out in water as a green solvent. High stability and easy preparation of these acylating reagents are other advantages of this method.

General base-tuned unorthodox synthesis of amides and ketoesters with water

We discovered a highly reactive λ3-hypervalent iodane species using an inorganic/organic base for the unorthodox synthesis of amides and ketoesters through grafting terminal alkynes. In contrast to the metal-catalyzed dehydrative approaches the in situ generated nonmetallic reagent efficiently created C-N/C-O and CO bonds with amines/alkynes and water at rt. This journal is

Enantioselective bromoaminocyclization of allyl N-tosylcarbamates catalyzed by a chiral phosphine-Sc(OTf)3 complex

An effective enantioselective bromoaminocyclization of allyl N-tosylcarbamates catalyzed by a chiral phosphine-Sc(OTf)3 complex is described. A wide variety of optically active oxazolidinone derivatives containing various functional groups can be obtained with high enantioselectivities.

A chiral bis(arsine) ligand: Synthesis and applications in palladium-catalyzed asymmetric allylic alkylations

The new chiral bis(arsine) ligand N,N′-bis[2′-(diphenylarsino) benzoyl]-(1R,2R)-cyclohexanediamine (BiAsBA, 3), based on the backbone of the Trost modular ligand (TML), was synthesized in three steps. A useful approach to introduce the -AsPh2 g

One-pot mechanosynthesis of aromatic amides and dipeptides from carboxylic acids and amines

Environmentally friendly one-pot synthesis of amides, bis-amides and dipeptides by mechanochemical carbodiimide-mediated coupling of carboxylic acids and amines is described; high reaction yields and simple aqueous work-up allow for the clean, practical and fast preparation of a variety of compounds containing the amide bond from readily accessible reagents.

Efficient and continuous monoacylation with superior selectivity of symmetrical diamines in microreactors

Efficient and continuous monoacylation of symmetrical diamines performed in microreactors yielded superior selectivity to that predicted by statistical considerations. It is highly valuable that the kinetically controlled product in high yields was achieved without any special catalyst at ambient temperature.

Stabilized well-dispersed Pd(0) nanoparticles for aminocarbonylation of aryl halides

Well-dispersed palladium (0) nanoparticles stabilized with phosphonium based ionic liquid were synthesized conveniently and fully characterized. A catalyst system comprising of the Pd(0) nanoparticles and a base was found to be recyclable and efficient for the aminocarbonylation reaction of aryl iodide in ionic liquid media. In the presence of potassium tert-butyloxide, for the relatively stable aryl chloride and bromide substrates, medium activities were achieved for the catalyst. The catalyst composites can be recycled at least five times with sustained activity.

Selective Monoacylation of Symmetrical Diamines via Prior Complexation with Boron

(Equation presented) Pretreatment of a symmetrical primary or secondary diamine with 9-BBN prior to the addition of an acyl chloride significantly suppressed undesired diacylation, and the product of monoacylation predominated. The reactive preference is interpreted as the result of a selective deactivation of one nitrogen atom of the diamine by 9-BBN.

The use of benzamide derivatives of secondary amines for stereochemical studies by circular dichroism

The benzamide chromophore is widely used as a Cottonogenic derivative of primary amines for stereochemical studies by circular dichroism. The assignments based on the exciton chirality method are reliable since the benzamide group has well-defined geometry and conformation. A recent report U.D. Chisholm, J. Golik, B. Krishnan, J.A. Matson, D.L. Van Vranken, J. Am. Chem. Soc. 1999, 121: 3801-3802) claimed a caveat in the application of the exciton chirality method to benzamides derived from secondary amines. By the use of benzoyl derivatives of amino alcohols (1-4) and diamines (5, 6) of known absolute configuration we demonstrate that the 250-210 nm range exciton Cotton effects due to secondary and tertiary benzamides are generally of opposite sign. The origin of such disparity is traced to different conformational equilibria of the amide C-N bond in secondary and tertiary benzamides, as shown by semiempirical molecular modelling and NMR data. This feature can be useful in the determination of absolute configuration by analysis of the CD spectra due to exciton coupling of tertiary benzamides.