922178-61-8

Basic information

• Product Name: (R)-3-METHYL-2-KETOPIPERAZINE
• Synonyms: (R)-3-METHYL-2-KETOPIPERAZINE;(R)-3-METHYL-2-OXO-PIPERAZINE;(R)-3-METHYL-PIPERAZIN-2-ONE;2-Piperazinone, 3-Methyl-, (3R)-
• CAS NO: 922178-61-8
• Molecular Formula: C₅H₁₀N₂O
• Molecular Weight: 114.15
• EINECS: 1592732-453-0
• Mol File: 922178-61-8.mol

Chemical Properties

• Boiling Point: 289.6±33.0 °C(Predicted)
• Appearance: /
• Density: 0.992±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 15.51±0.40(Predicted)
• CAS DataBase Reference: (R)-3-METHYL-2-KETOPIPERAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-METHYL-2-KETOPIPERAZINE(922178-61-8)
• EPA Substance Registry System: (R)-3-METHYL-2-KETOPIPERAZINE(922178-61-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36-43
• Safety Statements: 26-36/37
• WGK Germany: 2
• F: 10
• Hazardous Substances Data: 922178-61-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(R)-3-METHYL-2-KETOPIPERAZINE is used as a synthetic building block for the development of new pharmaceuticals, leveraging its potential biological activity for the treatment of various medical conditions.
Used in Chemical Synthesis:
(R)-3-METHYL-2-KETOPIPERAZINE is utilized as a key intermediate in the synthesis of a range of other chemicals, contributing to the creation of diverse chemical products.
Used in Antimicrobial Applications:
(R)-3-METHYL-2-KETOPIPERAZINE is employed for its antimicrobial properties, making it valuable in industries where microbial control is essential, such as in the production of cosmetics, food products, and medical devices.

Upstream product

• 71283-66-4 (-)-(S)-Methyl 2-<(p-tolylsulfonyl)oxy>propionate 
• 107-15-3 ethylenediamine 
• 23936-11-0 3-methylpiperazin-2-one 
• 1346681-71-7 (1E)-4-hydroxy-1-mesityl-4-methylpent-1-en-3-one 

Downstream Products

• 1629229-82-8 (R)-tert-butyl 2-methyl-3-oxopiperazine-1-carboxylate 
• 1429556-99-9 (R)-(8-methyl-3-(2-methylthiazol-4-yl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)(4-(thiophen-2-yl)phenyl)methanone 
• 1429607-62-4 (R)-4-(7-(2,4-dimethoxybenzyl)-8-methyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)-2-methylthiazole 
• 1429560-52-0 (R)-1-(2,4-dimethoxybenzyl)-5-ethoxy-6-methyl-1,2,3,6-tetrahydropyrazine 
• 1383146-20-0 (R)-4-(2,4-dimethoxybenzyl)-3-methylpiperazin-2-one 
• 1354947-67-3 (3R)-3-methyl-4-({1-[4-(trifluoromethyl)phenyl]-1H-tetrazol-5-yl}methyl)-2-piperazinone 
• 1354946-40-9 (3R)-1-ethyl-3-methyl-4-({1-[4-(trifluoromethyl)phenyl]-1H-tetrazol-5-yl}methyl)-2-piperazinone 

Relevant articles and documents

Selective NK-3 receptor antagonist, preparation and application thereof

The invention provides a selective NK-3 receptor antagonist, preparation and application thereof, particularly a compound represented by the following formula (I). The compound of the invention has unexpected activity to modulate cytokines and/or interferon, and is useful in the treatment of CNS and peripheral diseases or disorders.

Synthetic method of chiral piperazidone derivative

The invention relates to a synthetic method of a chiral piperazidone derivative. The synthetic method comprises the following steps: performing an oxidation reaction on ethanolamine with a protectivegroup in a formula (I) to obtain aminoacetaldehyde with a protective group in a formula (II); in an alcohol solvent, performing a reduced amination reaction on the aminoacetaldehyde with the protective group in the formula (II) and amino acid ester in the presence of a reducing agent to obtain the chiral piperazidone derivative in the formula (II), wherein the reduced amination reaction temperature is -10 DEG C to 0 DEG C, and the amino acid ester is L-type amino acid ester or D-type amino acid ester; and in the alcohol solvent, performing a de-protection reaction on the chiral piperazidone derivative in the formula (II) and forming a ring to obtain a chiral piperazidone derivative in a formula (IV), wherein a reaction route is shown as follows: the protective group X is benzoxo carbonyl or tert-butyoxo carbonyl; R is methyl, ethyl, isopropyl, isobutyl, hydroxyethyl, benzyl, p-hydroxybenzyl and the like; and R' is methyl, ethyl and the like.

KINETIC RESOLUTION OF CHIRAL AMINES

The present invention refers to a method for the kinetic resolution of a chiral primary or secondary amine by treating the amine with a chiral, hydroxamic acid derived reagent of the formula (I). These chiral reagents are particularly useful for the kinetic resolution of cyclic amines and may be generated in situ in the presence of an N-heterocyclic carbene, thus allowing for a catalytic reaction.

Expanded substrate scope and catalyst optimization for the catalytic kinetic resolution of N-heterocycles

The scope, reactivity, and selectivity of the chiral hydroxamic acid-catalyzed kinetic resolution of chiral amines are improved by a new catalyst structure and a more environmentally friendly reaction protocol. In addition to increasing selectivity across all substrates, these conditions make possible the resolution of N-heterocycles containing lactams or other basic functional groups that can inhibit the catalyst.