32587-79-4

Upstream product

• 772-14-5 (R)-3-phenylbutyric acid 
• 79-37-8 oxalyl dichloride 
• 51552-98-8 3-phenylbutanoyl chloride 
• 81002-22-4 (R)-3-Phenyl-butyric acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester 
• 591-51-5 phenyllithium 
• 4593-90-2 3-phenylbutyric acid 

Downstream Products

• 608513-52-6 (R)-3-phenylbutyric acid p-nitrophenyl ester 
• 1334952-43-0 C₁₃H₁₈O₄ 
• 393820-65-0 (R)-3-phenylbutyramide 
• 1232774-03-6 (S)-1-methyl-3-(3-phenylbutanoyl)-1H-imidazol-1-ium chloride 
• 330791-95-2 N₁-{4-[4-amino-1-(4-oxocyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-2-methoxyphenyl}-(3R)-3-phenylbutanamide 
• 155779-81-0 (4S)-3-<(2S,3R)-1-oxo-2-<<(2-phenylethyl)thio>methyl>-3-phenylbutyl>-4-(1-methylethyl)-2-oxazolidinone 
• 172756-69-3 (R)-(-)-1-diazo-4-phenylpentan-2-one 
• 22800-20-0 (-)-R-5-Phenylhexansaeure 

Relevant academic research and scientific papers

Asymmetric synthesis of N-(ethoxycarbonyl)-β-methylphenylalanine esters

Amination of the silyl ketene acetal of methyl (R)-3-phenylbutanoate (3) by photolysis with ethyl azidoformate gave the derivative of (2R,3S)-β-methylphenylalanine (4) with a low diastereomeric excess in spite of the resident chirality. Using the silyl ke

Compounds advantageous in the treatment of central nervous system diseases and disorders

A series of novel compounds showing anticonvulsant activity is described. Such pharmaceutically active compounds may also show utility in the treatment of other central nervous system (“CNS”) diseases and disorders, such as anxiety, depression, insomnia,

A combination of in vivo selection and cell sorting for the identification of enantioselective biocatalysts

The "carrot and stick" principle could be combined with cell sorting to enable the selection of enantioselective esterase variants from a mutant library. Hence, the enormous diversity generated in directed evolution experiments is now easily accessible by this high-throughput system. In line with the principle, the hydrolysis of 1 glycerin supports cell growth, whereas the hydrolysis of 2 leads to cell death. Copyright

Kinetic resolution of racemic secondary alcohols mediated by N-Methylimidazole in the presence of optically active acyl chlorides

N-Methylimidazole was used to promote the acylation of secondary racemic alcohols and to carry out their kinetic resolution through intermediate chiral acyl imidazolium chlorides. The kinetic resolution could be turned into a catalytic process in the presence of a catalytic amount of N-methylimidazole.

Natural diversity to guide focused directed evolution

Simultaneous multiple site-saturation mutagenesis was performed at four active-site positions of an esterase from Pseudomonas fluorescens to improve its ability to convert 3-phenylbutyric acid esters (3-PBA) in an enantioselective manner. Based on an appropriate codon choice derived from a structural alignment of 1751 sequences of α/β-hydrolase fold enzymes, only those amino acids were considered for library creation that appeared frequently in structurally equivalent positions. Thus, the number of mutants to be screened could be substantially reduced while the number of functionally intact variants was increased. Whereas the wild-type esterase showed only marginal activity and poor enantioselectivity (Etrue=3.2) towards 3-PBA-ethyl ester, a significant number of hits with improved rates (up to 240-fold) and enantioselectivities (up to Etrue=80) were identified in these "smart" libraries.

Pyrazolopyrimidines as therapeutic agents

The present invention is directed to pyrazolopyrimidine derivatives of formula (I) wherein the substituents are defined herein, which are useful as kinase inhibitors and as such are useful for affecting angiogenesis and diseases and conditions associated with angiogenesis.

Pyrazolopyrimidines as therapeutic agents

The present invention provides compounds of Formula I, including pharmaceutically acceptable salts and/or prodrugs thereof, where G, R2, and R3 are defined as described herein.

Probing the abilities of synthetically useful serine proteases to discriminate between the configurations of remote stereocenters using chiral aldehyde inhibitors

The abilities of the synthetically useful serine proteases, subtilisin Carlsberg (SC) and α-chymotrypsin (CT), to discriminate between R- and S-configurations of stereocenters remote from the catalytic site have been explored using chiral aldehyde transition state analog inhibitors as probes. The inhibitors evaluated were (R)- and (S)-3-phenylbutanal and (R)- and (S)-4-phenylpentanal, for which the stereocenters at C-3 and C-4 respectively are distant from the aldehyde functionality that interacts with the catalytic serine residue. The achiral parent compounds, 3-phenylpropanal and 4-phenylbutanal, respectively, were also assessed for reference purposes. Each aldehyde was found to be a competitive inhibitor for both enzymes, with CT being significantly more potently inhibited than SC. Within this series, the presence of an R-center methyl group improved binding significantly over that of the achiral parent aldehyde for both enzymes. In contrast, the effects on binding of S-methyl substituents in the same positions were modest, and generally somewhat deleterious. Furthermore, the greater the separation of the stereocenter from the aldehyde group, the lower the degree of configuration discrimination. The most effective inhibition, and the highest degree of remote stereocenter discrimination, observed was that by CT of (R)-3-phenylbutanal, whose K(I) of 8.4 μM was 61-fold lower than that of its achiral parent 3-phenylpropanal, and 88-fold lower than the K(I) of its S-enantiomer. Molecular mechanics and molecular dynamics calculations were performed to identify each favored aldehyde-enzyme complex and to reveal the binding and orientation differences responsible for the R- and S-enantiomer binding discriminations observed.

High Asymmetric Induction in Conjugate Additions of RCu*BF3 to Chiral Enoates

1,4-Additions of PhCu*BF3, n-BuCu*BF3 and MeCu*BF3 to the trans-8-phenylmenthyl enoates 1 proceeded with high chiral induction.Saponification of the resulting esters 2 gave the corresponding enantiomerically pure β-substituted alkanoic acids 3 and the recovered (-)-8-phenylmenthol in good overall yields.Analogous additions to the cis-crotonate 1 led preferentially to the acids 3 enantiomeric to those obtained from the trans-crotonate 1, although with lower selectivity.A stereochemical model is proposed consistent with the observed results (Scheme 2, Table).