89928-06-3

Basic information

• Product Name: N-Benzoyl-beta-alanine Methyl Ester
• Synonyms: N-Benzoyl-beta-alanine Methyl Ester;Methyl 3-benzaMidopropanoate
• CAS NO: 89928-06-3
• Molecular Formula: C₁₁H₁₃NO₃
• Molecular Weight: 207.22582
• Mol File: 89928-06-3.mol

Chemical Properties

• Boiling Point: 401.7°Cat760mmHg
• Flash Point: 196.8°C
• Appearance: /
• Density: 1.133g/cm³
• Vapor Pressure: 1.15E-06mmHg at 25°C
• Refractive Index: 1.519
• Storage Temp.: 2-8°C
• PKA: 13.78±0.46(Predicted)
• CAS DataBase Reference: N-Benzoyl-beta-alanine Methyl Ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-Benzoyl-beta-alanine Methyl Ester(89928-06-3)
• EPA Substance Registry System: N-Benzoyl-beta-alanine Methyl Ester(89928-06-3)

Safety Data

• Hazardous Substances Data: 89928-06-3(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
N-Benzoyl-beta-alanine Methyl Ester is used as a key intermediate for the synthesis of organic compounds, contributing to the creation of a wide range of chemical products due to its reactive functional groups.
Used in Pharmaceutical Research:
In the pharmaceutical industry, N-Benzoyl-beta-alanine Methyl Ester is utilized as a building block for the preparation of biologically active molecules, facilitating the development of new drugs and therapeutic agents that target various medical conditions.
Used in Peptide Synthesis:
N-Benzoyl-beta-alanine Methyl Ester is employed as a component in the synthesis of peptides, which are short chains of amino acids linked by peptide bonds. These peptides can have various functions in biological systems, including acting as hormones, neurotransmitters, or enzymes.

InChI:InChI=1/C11H13NO3/c1-15-10(13)7-8-12-11(14)9-5-3-2-4-6-9/h2-6H,7-8H2,1H3,(H,12,14)

Upstream product

• 67-56-1 methanol 
• 3440-28-6 N-benzoyl-beta-alanine 
• 7127-19-7 2-phenyl-1,3-oxazoline 
• 98-88-4 benzoyl chloride 
• 4138-35-6 methyl 3-aminopropanoate 
• 3196-73-4 methyl 3-aminopropanoate hydrochloride 
• 65-85-0 benzoic acid 
• 39860-52-1 2-(benzoylmercapto)benzoic acid 

Downstream Products

• 99168-33-9 N-benzoyl-β-alanine hydrazide 
• 111860-95-8 methyl N-benzoylmalonamate 
• 62183-16-8 methyl (E)-3-benzamidoacrylate 
• 461404-57-9 N-[3-(hydroxyamino)-3-oxopropyl]benzamide 
• 106833-83-4 methyl 2-phenyl-1,3-oxazole-5-carboxylate 
• 875838-20-3 N-benzoyl-β-alanine-(3,4-dimethoxy-phenethylamide) 
• 129309-14-4 Methyl (E)-3-benzamido-2-bromoacrylate 
• 129309-13-3 Methyl (Z)-3-benzamido-2-bromoacrylate 

Relevant articles and documents

TOTAL SYNTHESIS AND PROPERTIES OF PROSTAGLANDINS 35. SYNTHESIS AND PROPERTIES OF 4-CARBOMETHOXYALKYLAMINOMETHYLENE-(+)2-OXABICYCLO-6-OCTEN-3-ONES

Reaction of (+)4-mesyloxymethylene-2-oxabicyclo-6-octen-3-one with ω-amino acids of different lengths gave (+)4-carbomethoxyalkylaminomethylene-2-oxabicyclo-6-octen-3-ones.For the γ-aminobutyric ester, the corresponding aminomethylene deriva

Green Esterification of Carboxylic Acids Promoted by tert-Butyl Nitrite

In this work, the green esterification of carboxylic acids promoted by tert-butyl nitrite has been well developed. This transformation is compatible with a broad range of substrates and exhibits excellent functional group tolerance. Various drugs and substituted amino acids are applicable to this reaction under near neutral conditions, with good to excellent yields.

SUBSTITUTED HYDANTOINAMIDES AS ADAMTS7 ANTAGONISTS

The application relates to substituted hydantoinamides of formula (I) as ADAMTS7 antagonists, to processes for their preparation, their use alone or in combination for the treatment or prophylaxis of diseases, in particular of cardiovascular diseases, including atherosclerosis, coronary artery disease (CAD), peripheral vascular disease (PAD), arterial occlusive disease or restenosis after angioplasty. R1 is hydrogen, alkyl, cycloalkyl, heterocycloalkyl, 5- to 6-membered heteroaryl or phenyl; R2 is hydrogen or alkyl; A is 5-membered heteroaryl; Z is 6- to 10-membered aryl or 5- to 10-membered heteroaryl; all groups being optionally substituted.

Chemoselective Synthesis of α-Amino-α-cyanophosphonates by Reductive Gem-Cyanation-Phosphonylation of Secondary Amides

A novel approach to α-amino-α-cyanophosphonates has been developed. The method features a Tf2O-mediated reductive geminal cyanation/phosphonylation of secondary amides. Mild reaction conditions, high bond-forming efficiency, inexpensive readily available starting materials, and good to excellent yields with wide functional group compatibility constitute the main advantages of this method. The protocol can be run on a gram scale.

α,β-Dehydrogenation of esters with free O–H and N–H functionalities via allyl-palladium catalysis

A direct and selective method for the α,β-dehydrogenation of esters using palladium catalysis in the presence of free O–H and N–H functionalities is reported herein. Allyl-palladium catalysis allows for preservation of readily oxidizable functionalities s

Microwave-Assisted Ruthenium-Catalysed ortho-C?H Functionalization of N-Benzoyl α-Amino Ester Derivatives

A microwave-assisted highly efficient intermolecular C?H functionalization sequence has been developed to access substituted isoquinolones using α-amino acid esters as a directing group. This methodology enables a wide range of N-benzoyl α-amino ester derivatives to react via a Ru-catalysed C?H bond activation sequence, to form isoquinolones with moderate to excellent yields. As an additional advantage, our strategy proved to be widely applicable and also enabled the reaction of alkenes to provide access to alkenylated benzamides. The methodology was also extended towards the synthesis of isoquinoline alkaloids derivatives viz. oxyavicine and a dipeptide. The developed protocol is simple and cheap, avoids tedious workup procedures and works efficiently under MW irradiation. (Figure presented.).

A one-pot preparation of N-2-mercaptobenzoyl-amino amides

The HIV-1 nucleocapsid (NCp7), structurally defined by zinc-binding domains, participates in crucial stages of the HIV-1 lifecycle and is mutationally nonpermissive, making it an attractive anti-HIV target. Mode of action studies have shown that the secondary structure and activity of NCp7 can be disrupted by acyl transfer from N-2-mercaptobenzoyl-amino amides. We have developed an improved one-pot reaction that affords N-2-mercaptobenzoyl-amino acids on multi-gram scales. This synthetic route allows for rapid modular construction and has greatly expanded the scope of easily accessible potential NCp7 inhibitors.

Novel cobalt-catalyzed carbonylation of 2-aryl-2-oxazolines

(Matrix presented) Catalytic ring-expanding carbonylation of 2-aryl-2-oxazolines is reported as a novel method for the synthesis of 4,5-dihydro-1,3-oxazin-6-ones. Various observations suggest the involvement of cobalt radicals as the catalytically active