196601-68-0

Basic information

• Product Name: (R)-benzyl 1-(benzylaMino)-3-Methoxy-1-oxopropan-2-ylcarbaMate
• Synonyms: (R)-benzyl 1-(benzylaMino)-3-Methoxy-1-oxopropan-2-ylcarbaMate;(R)-[1-(Methoxymethyl)-2-oxo-2-[(phenylmethyl)amino]ethyl]-carbamic acid phenylmethyl ester;N-[(1R)-1-(Methoxymethyl)-2-oxo-2-[(phenylmethyl)amino]ethyl]carbamic acid phenylmethyl ester
• CAS NO: 196601-68-0
• Molecular Formula: C₁₉H₂₂N₂O₄
• Molecular Weight: 342.38898
• Mol File: 196601-68-0.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 586℃
• Flash Point: 308℃
• Appearance: /
• Density: 1.178
• Vapor Pressure: 9.88E-14mmHg at 25°C
• Refractive Index: 1.561
• PKA: 10.42±0.46(Predicted)
• CAS DataBase Reference: (R)-benzyl 1-(benzylaMino)-3-Methoxy-1-oxopropan-2-ylcarbaMate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-benzyl 1-(benzylaMino)-3-Methoxy-1-oxopropan-2-ylcarbaMate(196601-68-0)
• EPA Substance Registry System: (R)-benzyl 1-(benzylaMino)-3-Methoxy-1-oxopropan-2-ylcarbaMate(196601-68-0)

Safety Data

• Hazardous Substances Data: 196601-68-0(Hazardous Substances Data)

Usage

General Description

(R)-benzyl 1-(benzylamino)-3-methoxy-1-oxopropan-2-ylcarbamate is a chemical compound with a complex structure that includes benzyl, amino, methoxy, and oxopropan groups. It has a carboxylate group attached to the amino group, and a benzyl group attached to the carboxylate group. (R)-benzyl 1-(benzylaMino)-3-Methoxy-1-oxopropan-2-ylcarbaMate likely has pharmaceutical or medicinal applications, as it contains a carbamate group, which can have therapeutic properties. The combination of these groups in the compound suggests potential use in drug development or as a research tool in understanding biological and chemical processes.

InChI:InChI=1/C19H22N2O4/c1-24-14-17(18(22)20-12-15-8-4-2-5-9-15)21-19(23)25-13-16-10-6-3-7-11-16/h2-11,17H,12-14H2,1H3,(H,20,22)(H,21,23)/t17-/m1/s1

Upstream product

• 501-53-1 benzyl chloroformate 
• 77-78-1 dimethyl sulfate 
• 219835-31-1 (R)-N-benzyl 2-N-(benzyloxycarbonyl)amino-3-hydroxypropionamide 
• 74-88-4 methyl iodide 
• 100-46-9 benzylamine 
• 86096-35-7 (R)-2-N-(BENZYLOXYCARBONYL)AMINO-3-METHOXYPROPIONIC ACID 
• 543-27-1 isobutyl chloroformate 
• 6081-61-4 N-(benzyloxycarbonyl)-D-serine 

Downstream Products

• 196601-69-1 (R)-2-amino-N-benzyl-3-methoxypropanamide 
• 175481-36-4 lacosamide 

Relevant articles and documents

Application of Methyl Bisphosphine-Ligated Palladium Complexes for Low Pressure N-11C-Acetylation of Peptides

A mild and effective method is described for 11C-labeling of peptides selectively at the N-terminal nitrogen or at internal lysine positions. The presented method relies on the use of specific biphosphine palladium–methyl complexes and their high reactivity towards amino-carbonylation of amine groups in the presence [11C]carbon monoxide. The protocol facilitates the production of native N-11C-acetylated peptides, without any structural modifications and has been applied to a selection of bioactive peptides.

PROCESS FOR PREPARING (R)-2-ACETAMIDO-N-BENZYL-3-METHOXY-PROPIONAMIDE

Processes for preparing and purifying (R)-2-acetamido-N-benzyl-3-methoxy- propionamide of formula-1 and intermediates thereof are provided.

Design and evaluation of affinity labels of functionalized amino acid anticonvulsants

Studies have shown that functionalized amino acids (FAA) exhibit outstanding activity in the maximal electroshock-induced seizure (MES) test in rodents. Affinity labels patterned in part after the potent antiepileptic (R)-N-benzyl-2-acetamido-3-methoxypropionamide ((R)-2) have been prepared as mechanistic probes to learn the pharmacological basis for FAA function. The chemical reactivity of the affinity labels with nucleophiles was assessed, and the labels were evaluated in in vitro radioligand assays and in the MES tests in rodents. The affinity labels did not bind to receptors known to effect seizure spread. Three affinity labels, (R,S)-N-benzyl-2-acetamido-6-isothiocyanatohexanamide ((R,S)-5), (R)-N-(4-isothiocyanatobenzyl)-2-acetamido-3-methoxypropionamide ((R)-6), and (R)-N-(3-isothiocyanatobenzyl)-2-acetamido-3-methoxy-propionamide ((R)-7), possessed excellent in vivo anticonvulsant activity and exhibited maximal activity at later time periods than typically observed for FAA. The anticonvulsant activity of 6 and 7 resided primarily in the (R)-enantiomer and the activity of (R)-6 and (R)-7 in rats (po) exceeded that of phenytoin. The chemical properties, pharmacological profile, and marked stereospecificity associated with 6 and 7 anticonvulsant activity make these compounds useful pharmacological tools for the study of the mode of action of FAA.