159144-11-3

Basic information

• Product Name: (2S)-1-(Dimethylamino)-2-methyl-3-pentanone
• Synonyms: (2S)-1-(Dimethylamino)-2-methyl-3-pentanone
• CAS NO: 159144-11-3
• Molecular Formula: C8H17NO
• Molecular Weight: 143.22668
• Mol File: 159144-11-3.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2S)-1-(Dimethylamino)-2-methyl-3-pentanone(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-1-(Dimethylamino)-2-methyl-3-pentanone(159144-11-3)
• EPA Substance Registry System: (2S)-1-(Dimethylamino)-2-methyl-3-pentanone(159144-11-3)

Safety Data

• Hazardous Substances Data: 159144-11-3(Hazardous Substances Data)

Usage

General Description

(2S)-1-(Dimethylamino)-2-methyl-3-pentanone is a chemical compound that belongs to the ketone family. It is a chiral molecule, meaning it has two possible mirror-image forms. (2S)-1-(Dimethylamino)-2-methyl-3-pentanone is commonly used as a reagent in organic synthesis and as an intermediate in the production of pharmaceuticals and agrochemicals. It has a strong odor and is flammable, making safety precautions necessary when handling and storing it. Its chemical structure makes it a useful building block in the creation of various organic compounds, and it is often used in laboratory settings for this purpose.

Upstream product

• 50-00-0 formaldehyd 
• 506-59-2 N,N-dimethylammonium chloride 
• 96-22-0 pentan-3-one 
• 17510-47-3 3-trimethylsilyloxy-2-pentene 
• 25468-31-9 N-methyl-N-methylenemethanaminium 2,2,2-trifluoroacetate 
• 51-80-9 bis-(dimethylamino)methane 
• 78024-10-9 cis-(n-Bu)2BOC(Et)CHCH₃ 
• 56275-84-4 N-(butoxymethyl)dimethylamine 
• 51425-53-7 (E)-3-[(trimethylsilyl)oxy]pent-2-ene 
• 30354-18-8 N,N-dimethyl(methylene)ammonium chloride 

Downstream Products

• 76919-85-2 1-(2-Methyl-oxiranyl)-propan-1-one 

Relevant articles and documents

Unique reactivity of aminoketones in the trifluoromethylation with trialkyl(trifluoromethyl)silanes

Aminoketones were trifluoromethylated by using trialkyl(trifluoromethyl) silanes without any reaction promoters. Formation of cyclic intermediates is proposed to be possible transition states in this reaction. Moderate diastereoselectivities were observed in the trifluoromethylation of the aminoketones having a side chain.

IMPROVED RESOLUTION METHODS FOR ISOLATING DESIRED ENANTIOMERS OF TAPENTADOL INTERMEDIATES AND USE THEREOF FOR THE PREPARATION OF TAPENTADOL

Provided herein is an improved and industrially advantageous optical resolution method for resolving (2R,3R)/(2S,3S)-l-dimethylamino-3-(3-methoxyphenyl)-2- methylpentan-3-ol, and use thereof for the preparation of tapentadol or a pharmaceutically acceptable salt thereof. Provided further herein is an improved and industrially advantageous optical resolution method for resolving (2R,3R)/(2S,3S)-[3-(3-methoxyphenyl)-2- methylpentyl]-dimethylamine, and use thereof for the preparation of tapentadol or a pharmaceutically acceptable salt thereof. Disclosed also herein is an improved, commercially viable and industrially advantageous process for the preparation of tapentadol or a pharmaceutically acceptable salt thereof in high yield and purity.

A Convenient Regioselective Synthesis of Mannich Bases

A new, convenient regioselective process for aminomethylation of ketones is reported, involving the in situ formation of silyl enol ethers and iminium salts.