14185-42-3

Basic information

• Product Name: Carbamic acid, (1-phenylethyl)-, methyl ester, (S)-
• CAS NO: 14185-42-3
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.219
• Mol File: 14185-42-3.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: Carbamic acid, (1-phenylethyl)-, methyl ester, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, (1-phenylethyl)-, methyl ester, (S)-(14185-42-3)
• EPA Substance Registry System: Carbamic acid, (1-phenylethyl)-, methyl ester, (S)-(14185-42-3)

Safety Data

• Hazardous Substances Data: 14185-42-3(Hazardous Substances Data)

Upstream product

• 618-36-0 rac-methylbenzylamine 
• 67-56-1 methanol 
• 623-42-7 butanoic acid methyl ester 
• 79-22-1 methyl chloroformate 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 147253-97-2 (S)-(-)-α-benzyl 1-phenylethylcarbamate 
• 98-86-2 acetophenone 
• 2511-06-0 (S)-(-)-1-methoxy-1-phenylethane 
• 1445-91-6 (S)-1-phenylethanol 
• 148342-49-8 (S)-N-α-methylbenzyl carbonimidodithioic acid dimethyl ester 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 86217-63-2 N-(1-Phenylethyl)-cis-(4S,5R)-diphenyl-2-oxazolidone-3-carboxamide 
• 86217-64-3 N-(1-Phenylethyl)-cis-(4R,5S)-diphenyl-2-oxazolidone-3-carboxamide 

Downstream Products

• 155795-39-4 (3S,1'S)-N-methyl-N-(1'-phenylethyl)-1,3-dimethyl-5-methoxyoxindol-3-ilacetamide 
• 155795-38-3 (S)-N-methyl-N-(1-phenylethyl)chloroacetamide 
• 204188-56-7 (2-Bromo-allyl)-methyl-((S)-1-phenyl-ethyl)-amine 
• 19131-99-8 N-methyl-N-[(S)-1-phenylethyl]amine 

Relevant articles and documents

Dynamic kinetic resolution of amines by using palladium nanoparticles confined inside the cages of amine-modified MIL-101 and lipase

Dynamic kinetic resolution (DKR) of amines is an important strategy for the synthesis of chiral drugs and their building blocks; however, improving the matchability of metal-catalyzed racemization and enzymatic resolution is still a task. In this paper, P

Self-disproportionation of enantiomers of non-racemic chiral amine derivatives through achiral chromatography

Efficient self-disproportionation of enantiomers of several non-racemic chiral amines was achieved through conversion to N-acetamides and subsequent MPLC using an achiral column. The MPLC of these non-racemic N-acetamide derivatives gave the chart having a clear boundary between two fractions. Thus, in the less polar fraction, remarkable enantiomer enrichment was observed (>99%ee), while the ee of more polar fraction was considerably reduced. The magnitude of the enantiomer enrichments and depletions strongly depended on substituent on the amino group.

Facile preparation of protected benzylic and heteroarylmethyl amines via room temperature Curtius rearrangement

A step-wise, room temperature procedure for acyl azide formation and the subsequent Curtius rearrangement of phenyl and heteroaryl acetic acids is described. We have developed a protocol for room temperature Curtius rearrangement in MeOH or CHCl3 that provides an improvement over standard conditions, avoiding the use of additives or heat. This room temperature optimization of the Curtius rearrangement prevents the formation of side products often observed with benzylic acids, allowing access to a variety of benzylic and heteroarylmethyl amines.