145987-00-4

Basic information

• Product Name: (R)-(+)-2-(PHENYLCARBAMOYLOXY)PROPIONIC ACID
• Synonyms: (R)-(+)-2-(PHENYLCARBAMOYLOXY)PROPIONIC ACID;(R)-(+)-Browns;(R)-(+)-Brown'sReagent;(R)-(+)-Carbamalacticacid;(R)-(+)-2-(phenylcarbamoyloxy)propionoic acid;(R)-(+)-2-(PHENYLCARBAMOYLOXY)PROPIONIC ACID 98+%;(R)-2-((phenylcarbamoyl)oxy)propanoic acid;Propanoic acid,2-[[(phenylamino)carbonyl]oxy]-, (2R)-
• CAS NO: 145987-00-4
• Molecular Formula: C10H11NO4
• Molecular Weight: 209.2
• Mol File: 145987-00-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 324.7°C at 760 mmHg
• Flash Point: 150.2°C
• Appearance: /
• Density: 1.333g/cm³
• Vapor Pressure: 9.87E-05mmHg at 25°C
• Refractive Index: 1.591
• CAS DataBase Reference: (R)-(+)-2-(PHENYLCARBAMOYLOXY)PROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-2-(PHENYLCARBAMOYLOXY)PROPIONIC ACID(145987-00-4)
• EPA Substance Registry System: (R)-(+)-2-(PHENYLCARBAMOYLOXY)PROPIONIC ACID(145987-00-4)

Safety Data

• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36:Wear suitable prot
• Hazardous Substances Data: 145987-00-4(Hazardous Substances Data)

Usage

General Description

(R)-(+)-2-(Phenylcarbamoyloxy)propionic acid is a chemical compound that belongs to the class of carboxylic acids. It is a chiral molecule, meaning it exists in two enantiomeric forms, with the (R)-(+)-enantiomer being the active form. (R)-(+)-2-(PHENYLCARBAMOYLOXY)PROPIONIC ACID has applications in the field of organic synthesis and pharmaceutical research, specifically as a reagent in the preparation of other chiral compounds and as a building block for the synthesis of potential pharmaceutical agents. Its unique structure and chirality make it an important intermediate in the production of various pharmaceuticals and fine chemicals.

InChI:InChI=1/C10H11NO4/c1-7(9(12)13)15-10(14)11-8-5-3-2-4-6-8/h2-7H,1H3,(H,11,14)(H,12,13)/t7-/m1/s1

Upstream product

• 103-71-9 phenyl isocyanate 
• 687-47-8 (S)-Ethyl lactate 
• 62-53-3 aniline 
• 97-64-3 ethyl 2-hydroxypropionate 

Downstream Products

• 124-38-9 carbon dioxide 
• 106942-22-7 lactanilide 
• 1012-87-9 5-methyl-3-phenyl-1,3-oxazolidine-2,4-dione 
• 108906-58-7 2-phenylcarbamoyloxy-propionic acid anilide 

Relevant articles and documents

Method for producing optically active 1-phenylethylamines

PCT No. PCT/EP97/02988 Sec. 371 Date Dec. 17, 1998 Sec. 102(e) Date Dec. 17, 1998 PCT Filed Jun. 9, 1997 PCT Pub. No. WO97/49665 PCT Pub. Date Dec. 31, 1997The invention concerns a new method for producing optically active 1-phenylethylamines, wherein (a) racemic 1-phenylethylamines are reacted with (S)-(-)-N-phenylcarbamate lactic acid in the presence of an aliphatic or aromatic hydrocarbon and in the presence of a lower aliphatic alcohol, wherein the reaction components are measured so that for every mole of racemic amine, between 0.25 and 0.5 mole of (S)-(-)-N-phenylcarbamate lactic acid are present, the reaction mixture is then concentrated at a liquid-phase temperature of up to 40 DEG C., the resulting solid product is separated, treated with diluted, aqueous alkaline lye in the presence of a hydrocarbon, and the respective (R)-amine is isolated by distillation from the organic phase, and if necessary, (b) the mother liquor remaining after the separation of the solid product is reacted in the presence of a lower aliphatic alcohol with (S)-(-)-N-phenylcarbamate lactic acid, wherein the reaction components are measured so that the molar quantity of (S)-(-)-N-phenylcarbamate lactic acid is twice as great as the quantity of (R)-amine still remaining in the mother liquor, the reaction mixture is then concentrated at a liquid-phase temperature of up to 40 DEG C., the resulting solid product is separated and the (S)-amine is isolated by distillation from the mother liquor.

A NEW CHIRAL ACID FOR THE RESOLUTION OF RACEMIC BASES: (S)-(-)-(2-PHENYLCARBAMOYLOXY)PROPIONIC ACID (CARBAMALACTIC ACID).

(S)-(-)-Carbamalactic acid is the phenylcarbamate derived from natural (S)-lactic acid.This new chiral reagent was efficiently used for the resolution of racemic bases such as α-methylbenzylamine, ephedrine and α-(1-naphthyl)ethylamine.