124044-11-7

Basic information

• Product Name: METHYL 2-(N-BENZOYLAMINOMETHYL)-3-OXOBUTYRATE
• Synonyms: METHYL 2-(N-BENZOYLAMINOMETHYL)-3-OXOBUTYRATE;METHYL 2-(N-BENZOYLAMINOMETHEYL)-3-OXOBUTYRATE;Methyl 2-benzaMidoMethyl-3-oxobutanoate;Butanoic acid, 2-[(benzoylaMino)Methyl]-3-oxo-, Methyl ester
• CAS NO: 124044-11-7
• Molecular Formula: C13H15NO4
• Molecular Weight: 249.2625
• Mol File: 124044-11-7.mol

Chemical Properties

• Boiling Point: 464.704 °C at 760 mmHg
• Flash Point: 234.844 °C
• Appearance: /
• Density: 1.169 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.52
• CAS DataBase Reference: METHYL 2-(N-BENZOYLAMINOMETHYL)-3-OXOBUTYRATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2-(N-BENZOYLAMINOMETHYL)-3-OXOBUTYRATE(124044-11-7)
• EPA Substance Registry System: METHYL 2-(N-BENZOYLAMINOMETHYL)-3-OXOBUTYRATE(124044-11-7)

Safety Data

• Hazardous Substances Data: 124044-11-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Methyl 2-(N-benzoylaminomethyl)-3-oxobutyrate serves as a key intermediate in the production of various drugs. Its unique structure and reactivity allow for the creation of a wide array of medicinal compounds, contributing to the development of new therapeutic agents.
Used in Chemical Industry:
In the realm of organic synthesis, Methyl 2-(N-benzoylaminomethyl)-3-oxobutyrate is utilized as a reagent. Its functional groups facilitate multiple types of chemical reactions, making it instrumental in the synthesis of a broad spectrum of organic compounds for various applications.
Methyl 2-(N-benzoylaminomethyl)-3-oxobutyrate is used as a versatile building block for [the synthesis of pharmaceuticals and organic compounds] due to its [unique structure and reactivity, which allows for the creation of a wide array of medicinal compounds and organic synthesis products].

InChI:InChI=1/C13H15NO4/c1-9(15)11(13(17)18-2)8-14-12(16)10-6-4-3-5-7-10/h3-7,11H,8H2,1-2H3,(H,14,16)

Upstream product

• 6282-02-6 N-(hydroxymethyl)benzamide 
• 38792-42-6 N-(chloromethyl)benzamide 
• 666857-90-5 cis-methyl 3-(pyrrolidin-1-yl)but-2-enoate 
• 105-45-3 acetoacetic acid methyl ester 
• 55-21-0 benzamide 

Downstream Products

• 76899-07-5 (3R,4R)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-acetoxyazetidin-2-one 

Relevant articles and documents

Preparation method of 4AA

The invention discloses a preparation method of 4AA. The preparation method comprises the following steps: S1, preparing a first intermediate from benzamide and a formaldehyde aqueous solution; S2, preparing a second intermediate from the first intermediate, thionyl chloride, toluene and n-heptane; S3, preparing a third intermediate from the second intermediate, methyl acetoacetate, sodium methoxide, toluene, diluted hydrochloric acid and isopropanol; S4, preparing a fourth intermediate from the third intermediate, reductase, ethyl acetate, saturated sodium bicarbonate and saturated salt water; S5, preparing a fifth intermediate from the fourth intermediate, imidazole, TBSCL and methylbenzene; S6, preparing a sixth intermediate from the fifth intermediate, ethanolamine, methanol and n-heptane; S7, preparing a seventh intermediate by using the sixth intermediate, a Grignard reagent and n-heptane; and S8, preparing 4AA from the seventh intermediate, ruthenium trichloride, potassium acetate, ethyl acetate, acetic acid and a peracetic acid solution.

Asymmetric synthesis of optically active methyl-2-benzamido-methyl-3-hydroxy-butyrate by robust short-chain alcohol dehydrogenases from Burkholderia gladioli

Three short-chain alcohol dehydrogenases from Burkholderia gladioli were discovered for their great potential in the dynamic kinetic asymmetric transformation of methyl 2-benzamido-methyl-3-oxobutanoate, and their screening against varied organic solvents and substrates. This is the first report of recombinant enzymes capable of achieving this reaction with the highest enantio- and diastereo-selectivity.