219835-31-1

Basic information

• Product Name: N-[(1R)-1-(Hydroxymethyl)-2-oxo-2-[(phenylmethyl)amino]ethyl]carbamic acid benzyl ester
• Synonyms: (R)-N-Benzyl-2-(benzyloxycarbonylamino)-3-hydroxypropionamide;N-[(1R)-1-(Hydroxymethyl)-2-oxo-2-[(phenylmethyl)amino]ethyl]carbamic acid benzyl ester;(R)-benzyl 1-(benzylaMino)-3-hydroxy-1-oxopropan-2-ylcarbaMate;CarbaMic acid, N-[(1R)-1-(hydroxyMethyl)-2-oxo-2-[(phenylMethyl)aMino]ethyl]-, phenylMethyl ester
• CAS NO: 219835-31-1
• Molecular Formula: C₁₈H₂₀N₂O₄
• Molecular Weight: 328.3624
• Mol File: 219835-31-1.mol
• Article Data: 7

Chemical Properties

• Melting Point: 147-149℃
• Appearance: /
• Density: 1.238
• Storage Temp.: 2-8°C
• CAS DataBase Reference: N-[(1R)-1-(Hydroxymethyl)-2-oxo-2-[(phenylmethyl)amino]ethyl]carbamic acid benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-[(1R)-1-(Hydroxymethyl)-2-oxo-2-[(phenylmethyl)amino]ethyl]carbamic acid benzyl ester(219835-31-1)
• EPA Substance Registry System: N-[(1R)-1-(Hydroxymethyl)-2-oxo-2-[(phenylmethyl)amino]ethyl]carbamic acid benzyl ester(219835-31-1)

Safety Data

• Hazardous Substances Data: 219835-31-1(Hazardous Substances Data)

Usage

General Description

N-[(1R)-1-(Hydroxymethyl)-2-oxo-2-[(phenylmethyl)amino]ethyl]carbamic acid benzyl ester is a chemical compound with the molecular formula C19H21N2O5. It is a carbamate ester with a benzyl group attached to the carbamic acid functional group. N-[(1R)-1-(Hydroxymethyl)-2-oxo-2-[(phenylmethyl)amino]ethyl]carbamic acid benzyl ester is used in organic synthesis as a reagent for the preparation of other chemicals. It may also have potential applications in pharmaceutical research and development. However, as with all chemical compounds, it is important to handle and use this substance with care and in accordance with all applicable safety guidelines and regulations.

Upstream product

• 100-46-9 benzylamine 
• 102988-98-7 C₁₆H₂₁NO₇ 
• 6081-61-4 N-(benzyloxycarbonyl)-D-serine 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 1219043-12-5 (R)-N-benzyl 2-N-(benzyloxycarbonyl)amino-3-(methoxy-d3)propionamide 
• 196601-68-0 (R)-N-benzyl 2-N-(benzylcarboxycarbonyl)amino-3-methoxypropionamide 
• 175481-36-4 lacosamide 
• 175481-38-6 Desmethyllacosamide 
• 196601-69-1 (R)-2-amino-N-benzyl-3-methoxypropanamide 
• 175481-39-7 (2R)-2-amino-3-hydroxy-N-(phenylmethyl)propanamide 

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.

Lacosamide isothiocyanate-based agents: Novel agents to target and identify lacosamide receptors

(R)-Lacosamide ((R)-2, (R)-N-benzyl 2-acetamido-3-methoxypropionamide) has recently gained regulatory approval for the treatment of partial-onset seizures in adults.Whole animal pharmacological studies have documented that (R)-2 function is unique. A robust strategy is advanced for the discovery of interacting proteins associated with function and toxicity of (R)-2 through the use of (R)-2 analogues, 3, which contain "affinity bait (AB)" and "chemical reporter (CR)" functional groups. In 3, covalent modification of the interacting proteins proceeds at the AB moiety, and detection or isolation of the selectively captured protein occurs through the bioorthogonal CR group upon reaction with an appropriate probe. We report the synthesis, pharmacological evaluation, and interrogation of the mouse soluble brain proteome using 3 where the AB group is an isothiocyanate moiety. One compound, (R)-N-(4-isothiocyanato)benzyl 2-acetamido-3-(prop-2-ynyloxy) propionamide ((R)-9), exhibited excellent seizure protection in mice, and like (R)-2, anticonvulsant activity principally resided in the (R)-stereoisomer. Several proteins were preferentially labeled by (R)-9 compared with (S)-9, including collapsin response mediator protein 2. 2009 American Chemical Society.