175481-37-5

Basic information

• Product Name: (S)-2-Acetamido-N-benzyl-3-methoxypropanamide
• Synonyms: (S)-2-Acetamido-N-benzyl-3-methoxypropanamide
• CAS NO: 175481-37-5
• Molecular Formula: C13H18N2O3
• Molecular Weight: 250.3
• EINECS: 200-158-5
• Product Categories: API
• Mol File: 175481-37-5.mol
• Article Data: 85

Chemical Properties

• Boiling Point: 536.447 °C at 760 mmHg
• Flash Point: 278.233 °C
• Appearance: /
• Density: 1.12 g/cm³
• Vapor Pressure: 0Pa at 25℃
• PKA: 14.19±0.46(Predicted)
• CAS DataBase Reference: (S)-2-Acetamido-N-benzyl-3-methoxypropanamide(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-Acetamido-N-benzyl-3-methoxypropanamide(175481-37-5)
• EPA Substance Registry System: (S)-2-Acetamido-N-benzyl-3-methoxypropanamide(175481-37-5)

Safety Data

• Hazardous Substances Data: 175481-37-5(Hazardous Substances Data)

Usage

Description

(S)-2-Acetamido-N-benzyl-3-methoxypropanamide is a complex organic compound with a unique molecular structure. It is characterized by the presence of an acetamido group, a benzyl group, and a methoxypropanamide moiety. (S)-2-Acetamido-N-benzyl-3-methoxypropanamide has potential applications in various fields due to its specific chemical properties and interactions with other molecules.

Uses

Used in Pharmaceutical Industry:
(S)-2-Acetamido-N-benzyl-3-methoxypropanamide is used as an active pharmaceutical ingredient (API) for the development of new medications. Its unique molecular structure allows it to interact with specific biological targets, making it a promising candidate for the treatment of various medical conditions.
Used in Chemical Research:
In the field of chemical research, (S)-2-Acetamido-N-benzyl-3-methoxypropanamide serves as a valuable compound for studying its chemical properties, reactivity, and potential applications in the synthesis of other complex molecules.
Used in Drug Synthesis:
(S)-2-Acetamido-N-benzyl-3-methoxypropanamide is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure and functional groups make it an essential building block for the development of new drugs with improved efficacy and safety profiles.
Used in Material Science:
The compound may also find applications in material science, where its specific chemical properties can be utilized to develop new materials with unique properties, such as improved mechanical strength, thermal stability, or chemical resistance.

Upstream product

• 64-19-7 acetic acid 
• 262845-82-9 N-Benzyl-2-Amino-3-Methoxypropionamide 
• 108-24-7 acetic anhydride 
• 100-46-9 benzylamine 
• 118790-79-7 N-benzyl-2,3-dibromopropionamide 
• 1379592-20-7 (R,S)-N-benzyl-2-benzylamino-3-methoxypropionamide 
• 1379592-18-3 N-benzyl-2-azido-3-methoxy propionamide 
• 705283-58-5 N-benzyl-2-bromo-3-methoxypropionamide 
• 13304-62-6 N-benzylacrylamide 
• 108-21-4 Isopropyl acetate 
• 100-51-6 benzyl alcohol 
• 1318767-65-5 C₈H₇ClO₃*C₁₁H₁₆N₂O₂ 
• 171623-02-2 (R,S)-N-acetylserine-N-benzylamide 
• 175481-26-2 2-acetamido-N-benzyl-3-methoxypropionamide 

Downstream Products

• 175481-36-4 (2S)-2-(acetylamino)-N-benzyl-3-methoxypropanamide 
• 175481-36-4 lacosamide 
• 262845-82-9 N-Benzyl-2-Amino-3-Methoxypropionamide 
• 1318767-66-6 C₈H₇ClO₃*C₁₁H₁₆N₂O₂ 

Relevant articles and documents

Novel preparation method of lacosamide

The invention relates to a preparation method of high-purity lacosamide, and belongs to the technical field of organic synthesis. The technical problem to be solved by the invention is to provide a preparation method of lacosamide with mild reaction conditions and high optical purity. The preparation method comprises the following steps: carrying out condensation reaction on a carboxylic acid compound with a protecting group and benzylamine to generate an amide compound, carrying out deprotection under the condition of phosphoric acid, and introducing acetyl to prepare the lacosamide. The invention provides a novel industrial synthesis selection mode, the synthesis mode has the characteristics of simple process, mild reaction conditions, environmental friendliness and the like, can be used for preparing an optical high-purity target compound, and is beneficial to industrial production.

Direct, Enantioselective, and Nickel(II) Catalyzed Reactions of N-Azidoacetyl Thioimides with Trimethyl Orthoformate: A New Combined Methodology for the Rapid Synthesis of Lacosamide and Derivatives

A direct and highly enantioselective reaction of N-azidoacetyl-1,3-thiazolidine-2-thione with trimethyl orthoformate catalyzed by Tol-BINAPNiCl2 in the presence of TESOTf and 2,6-lutidine is reported. The heterocyclic scaffold can be easily removed by addition of a wide array of amines to give the corresponding enantiomerically pure 2-azido-3,3-dimethoxypropanamides in high yields. Appropriate manipulation of the N-benzyl amide derivative provides an efficient access to the antiepileptic agent lacosamide through a new enantioselective C?C bond-forming process. DFT computational studies uncover clues for the understanding of the remarkable stereocontrol of the addition of a nickel(II) enolate to a putative oxocarbenium intermediate from trimethyl orthoformate.

Enantioselective three-component Ugi reaction catalyzed by chiral phosphoric acid

A catalytic enantioselective three-component Ugi reaction was developed. SPINOL-derived phosphoric acid with bulky 2,4,6-tricyclohexylphenyl groups at the 6,6′ positions was found to be the best catalyst to afford α-amino amide derivatives in good to excellent yields (62% to 99%) and enantiocontrol (81% to >99% enantiomeric excess). This asymmetric reaction was applicable well to an array of aliphatic aldehydes. The gram-scale synthesis, modification of dapsone, and enantioselective synthesis of (R)-Lacosamide underline the general utility of this methodology Influence of dihedral angles and substituents of the chiral phosphoric acids on the enantioselectivity was also discussed in this article.