2845-27-4

Basic information

• Product Name: Benzenepropanoic acid, b-ethyl-, (R)-
• CAS NO: 2845-27-4
• Molecular Formula: C11H14O2
• Molecular Weight: 178.231
• Mol File: 2845-27-4.mol
• Article Data: 34

Chemical Properties

• CAS DataBase Reference: Benzenepropanoic acid, b-ethyl-, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanoic acid, b-ethyl-, (R)-(2845-27-4)
• EPA Substance Registry System: Benzenepropanoic acid, b-ethyl-, (R)-(2845-27-4)

Safety Data

• Hazardous Substances Data: 2845-27-4(Hazardous Substances Data)

Upstream product

• 37556-02-8 diethyl 2-(1-phenylpropyl)malonate 
• 100118-00-1 (1-phenyl-propyl)-malonic acid 
• 854880-24-3 3-phenyl-valeric acid-(N-methyl-anilide) 
• 112152-63-3 3-phenyl-valeric acid diphenylamide 
• 201230-82-2 carbon monoxide 
• 2039-93-2 1-ethylstyrene 
• 5703-57-1 3-phenylpent-4-enoic acid 
• 74-96-4 ethyl bromide 
• 152529-41-4 (E)-N-(2-Fluoro-benzyl)-N-((R)-1-hydroxymethyl-propyl)-3-phenyl-acrylamide 
• 23565-56-2 3-phenyl-pentane nitrile 
• 102-92-1 cinnamoyl chloride 
• 1092653-04-7 (R)-5-ethyl-2-triethylsilyloxy-2-methyl-5-phenylpentan-3-one 
• 140-10-3 (E)-3-phenylacrylic acid 
• 925-90-6 ethylmagnesium bromide 

Downstream Products

• 16460-78-9 (S)-3-phenylvaleric acid 
• 5669-17-0 (R) 3-phenylvaleric acid 
• 91427-14-4 3-phenylpentanoyl chloride 
• 67478-54-0 ethyl 3-ethyl-3-phenylpropionate 
• 251660-12-5 (R)-3-phenylpentanoic acid ethyl ester 
• 2880-06-0 (R)-(+)-methyl 3-phenylpentanoate 
• 159563-71-0 3-([S]-α-ethylbenzyl)-4-hydroxy-6-([R]-α-ethylphenethyl)-2H-pyran-2-one 
• 166412-96-0 [S]3-(ethylbenzyl)-5,6,7,8,9,10-hexahydro-4-hydroxy-2H-cycloocta[b]pyran-2-one 
• 20068-18-2 (-)-(R)-N,N-Diethyl-3-phenylpentylamin 
• 20068-20-6 (R)-3-phenyl-1-pentene 
• 2845-28-5 (-)-(R)-3-phenylpentan-1-ol 
• 159652-02-5 (R)-3-phenylvaleryl chloride 
• 20068-17-1 (-)-(R)-N,N-Dimethyl-3-phenyl-pentansaeureamid 

Relevant articles and documents

Ruthenium-catalyzed intramolecular arene C(sp2)-H amidation for synthesis of 3,4-dihydroquinolin-2(1 H)-ones

We report the [Ru(p-cymene)(l-proline)Cl] ([Ru1])-catalyzed cyclization of 1,4,2-dioxazol-5-ones to form dihydroquinoline-2-ones in excellent yields with excellent regioselectivity via a formal intramolecular arene C(sp2)-H amidation. The reactions of the 2- and 4-substituted aryl dioxazolones proceeds initially through spirolactamization via electrophilic amidation at the arene site, which is para or ortho to the substituent. A Hammett correlation study showed that the spirolactamization is likely to occur by electrophilic nitrenoid attack at the arene, which is characterized by a negative ρ value of -0.73.

Identification of an Esterase Isolated Using Metagenomic Technology which Displays an Unusual Substrate Scope and its Characterisation as an Enantioselective Biocatalyst

Evaluation of an esterase annotated as 26D isolated from a marine metagenomic library is described. Esterase 26D was found to have a unique substrate scope, including synthetic transformations which could not be readily effected in a synthetically useful manner using commercially available enzymes. Esterase 26D was more selective towards substrates which had larger, more sterically demanding substituents (i. e. iso-propyl or tert-butyl groups) on the β-carbon, which is in contrast to previously tested commercially available enzymes which displayed a preference for substrates with sterically less demanding substituents (e.g. methyl group) at the β-carbon. (Figure presented.).

Influence of the position of the substituent on the efficiency of lipase-mediated resolutions of 3-aryl alkanoic acids

Hydrolase-catalysed kinetic resolutions to provide enantioenriched α-substituted 3-aryl alkanoic acids are described. (S)-2-Methyl-3- phenylpropanoic acid (S)-1a was prepared in 96% ee by Pseudomonas fluorescens catalysed ester hydrolysis, while, Candida antarctica lipase B (immob) resolved the α-ethyl substituted 3-arylalkanoic acid (R)-1b in 82% ee. The influence of the position of the substituent relative to the ester site on the efficiency and enantioselectivity of the biotransformation is also explored; the same lipases were found to resolve both the α- and β-substituted alkanoic acids. Furthermore, the steric effect of substituents at the C2 stereogenic centre relative to that for their C3 substituted counterparts on the efficiency and stereoselectivity is discussed.