62596-04-7

Usage

Structure

Six-membered heterocycle with one nitrogen atom and a ketone functional group

Also known as

5,5-dimethyl-hexahydropyrrol-2-one

Uses

Production of pharmaceuticals, agrochemicals, and other organic synthesis processes

Role

Polar aprotic solvent

Application

Manufacturing of various drugs
Valuable building block for the synthesis of a wide range of organic compounds

Upstream product

• 4701-96-6 4,4-dimethylcyclohexan-1-one oxime 
• 4255-62-3 4,4-dimethylcyclohexane-1-one 

Downstream Products

• 1312472-57-3 4,4,7-trimethyl-6-methylene-3,4,5,6-tetrahydro-2H-azepin-1-ium diphenyl phosphate 
• 1312472-58-4 4,4,7-trimethyl-6-methylene-3,4,5,6-tetrahydro-2H-azepin-1-ium 4-toluenesolfonate 

Relevant academic research and scientific papers

Directing Group in Decarboxylative Cross-Coupling: Copper-Catalyzed Site-Selective C-N Bond Formation from Nonactivated Aliphatic Carboxylic Acids

Copper-catalyzed directed decarboxylative amination of nonactivated aliphatic carboxylic acids is described. This intramolecular C-N bond formation reaction provides efficient access to the synthesis of pyrrolidine and piperidine derivatives as well as the modification of complex natural products. Moreover, this reaction presents excellent site-selectivity in the C-N bond formation step through the use of directing group. Our work can be considered as a big step toward controllable radical decarboxylative carbon-heteroatom cross-coupling.

Effect of counterion structure on rates and diastereoselectivities in α,β-unsaturated iminium-ion diels-alder reactions

The use of cyclic α,β-unsaturated iminium-ion dienophiles is documented in two highly diastereoselective Diels-Alder (DA) reactions. The dienophilic counterion was found to have a significant effect on reactivity.

ORTHO-SUBSTITUTED HALOALKYLSULFONANILIDE DERIVATIVE AND HERBICIDE

Novel herbicides are provided. A haloalkylsulfonanilide derivative represented by the formula (1) or an agrochemically acceptable salt thereof: the formula (1): wherein A is -C(R7)(R8)- or -N(R9)-, W is an oxygen atom or a sulfur atom, n is an integer of from 1 to 4, R1 is halo C1 -C6 alkyl, R2 is a hydrogen atom, C1 - C6 alkyl or the like, each of R3 and R4 is independently a hydrogen atom, C1 - C6 alkyl or the like, each of R5, R6, R7 and R8 is independently a hydrogen atom, a halogen, C1 - C6 alkyl or the like, R9 is a hydrogen atom, C1 - C6 alkyl or the like, and X is halogen, C1 - C6 alkyl or the like.

Exploring organosilane amines as potent inhibitors and structural probes of influenza a virus M2 proton channel

We describe the use of organosilanes as inhibitors and structural probes of a membrane protein, the M2 proton channel from influenza A virus. Organosilane amine inhibitors were found to be generally as potent as their carbon analogues in targeting WT A/M2

Substituted 2-oxo-azepane derivatives are potent, orally active γ-secretase inhibitors

A hydroxamic acid screening hit 1 was elaborated to 5,5-dimethyl-2-oxoazepane derivatives exhibiting low nanomolar inhibition of γ-secretase, a key proteolytic enzyme involved in Alzheimer's disease. Early ADME data showed a high metabolic clearance for t

CHAIR-BOAT INTERCONVERSION IN CYCLIC SEVEN-MEMBERED AMIDES AND RELATED STRUCTURES.

The transition state to ring reversal has been examined in a series of 7-membered rings related to caprolactam.The structural changes associated with introduction of Me groups, with alteration of the nature of the C=N double bond, with ring fusion, or with introduction of a second, nonconjugated N atom perturb the transition state to ring reversal.From 1H and 13C NMR studies, we find that the lactam bond itself favors a different transition state from that present in cycloheptene.With some exceptions, the observed barriers are consistent with TS II, in which ring reversal begins with movement of the C5 end of the ring, or with TS III, in which ring reversal begins with C3-C4 bond torsion.The conclusions are consistent with the structural changes that result from the functional and steric alterations.