141209-95-2

Upstream product

• 140-10-3 (E)-3-phenylacrylic acid 
• 102-92-1 Cinnamoyl chloride 
• 2935-35-5 (S)-2-phenylglycine 
• 99395-88-7 (S)-4-phenyl-2-oxazolidinone 
• 20989-17-7 (2S)-2-phenylglycinol 

Downstream Products

• 1020738-03-7 C₁₈H₁₇NO₅ 
• 1020738-01-5 C₁₈H₁₇NO₅ 
• 1458609-46-5 4-methoxybenzyl (R)-(2-phenylpent-4-en-1-yl)carbamate 
• 127393-00-4 (S)-3-phenylhex-5-enoic acid 
• 142078-04-4 (S)-4-phenyl-3-((S)-3-phenylhex-5-enoyl)oxazolidin-2-one 
• 1245927-25-6 (4S,3'R)-3-[3'-(N,N-dibenzylamino)-3'-phenylpropanoyl]-4-phenyloxazolidin-2-one 
• 1245927-21-2 (4S,3'S,αR)-3-{3'-[N-benzyl-N-(α-methylbenzyl)amino]-3'-phenylpropanoyl}-4-phenyloxazolidin-2-one 
• 1245927-17-6 (4S,3'R,αS)-3-{3'-[N-benzyl-N-(α-methylbenzyl)amino]-3'-phenylpropanoyl}-4-phenyloxazolidin-2-one 
• 1197006-86-2 (2'S,2R,3S,4S)-{[3,4-dihydro-4-phenyl-2-(4-nitrophenyl)-5-phenyl-2H-pyrrol-3-yl]-carbonyl}-2-oxo-4-phenyloxazolidine 
• 189498-45-1 C₂₇H₂₆N₂O₃ 
• 189498-44-0 (S)-3-((3R,4S)-1-benzyl-4-phenyl-pyrrolidine-3-carbonyl)-4-phenyl-oxazolidin-2-one 
• 291763-94-5 (2S,3R)-3-phenyl-5-oxo-pyrrolidine-2-carboxylic acid 

Relevant academic research and scientific papers

Asymmetric synthesis of non-natural amino acid derivatives: (2R/3S) and (2S/3R) 2-(tert-butoxycarbonylamino)-3-cyclohexyl-3-phenyl propanoic acids

Highly conformationally-constrained novel α-amino acid derivatives ((2R/3S ) and (2S/3R )-2-(tert-butoxycarbonylamino)-3- cyclohexyl-3-phenylpropanoic acids) have been synthesised with high stereoselectivity (> 90% de) and in 36-37% overall yields. In the synthesis, Evans' auxiliary (4(R/S )-4-phenyl-oxzaolidin-2-one) was used to control the stereoselectivity via the key reactions of asymmetric Michael addition, azidation and catalytic hydrogenolysis.

Palladium-catalyzed diastereoselective synthesis of β,β-diarylpropionic acid derivatives and its application to the total synthesis of (R)-tolterodine and the enantiomer of a key intermediate for MK-8718

Palladium-catalyzed diastereoselective synthesis of optically active β,β-diarylpropionic acid derivatives employing 4-(tert-butyl)oxazolidin-2-one as the chiral auxiliary under an air atmosphere in excellent yields with high diastereoselectivity is reported. The catalytic system is applied to the total synthesis of (R)-tolterodine and the enantiomer of a key intermediate for MK-8718.

Conjugate addition of aryl nucleophiles to α,β-unsaturated cinnamic acid derivatives containing Evans type chiral auxiliaries

Cinnamides containing oxazolidin-2-one type auxiliaries have been prepared. A novel pathway to chiral 4-aryl-6-methyl-3,4-dihydrocoumrines via the asymmetric conjugate addition of arylmagnesium bromides to these cinnamides is described.

Synthesis of a macrocycle based on Linked Amino Acid Mimetics (LAAM)

We report the synthesis of a macrocycle utilizing a novel framework of standard amino acids in combination with subunits that we have named as Linked Amino Acid Mimetics (LAAMs). Macrocycles based on the LAAM concept provide both a peptide targeting regio

Doubly diastereoselective conjugate addition of enantiopure lithium amides to enantiopure N-enoyl oxazolidin-2-ones: A mechanistic probe

The doubly diastereoselective conjugate addition of the antipodes of lithium N-benzyl-N-(α-methylbenzyl)amide to a range of enantiopure N-enoyl oxazolidin-2-ones has been used as a mechanistic probe to determine that the reactive conformation is the anti-s-cis form. The β-amino carbonyl products resulting from these conjugate addition reactions are useful templates for further elaboration into an α,β,α-pseudotripeptide.

Nitrile Ylides: Diastereoselective cycloadditions using chiral oxzolidinones without Lewis acid

"Chemical Equation Presented" Lewis acid complexation Is generally required for chiral-auxiliary-controlled stereoselectivity, and chiral Lewis acid catalysis Is frequently optimal for Introducing asymmetry. In this work, we show that nitrlle ylide cycloadditions to electron-poor acceptors attached to chiral auxiliaries proceed In high yield and stereoselectivity in the absence of Lewis acids. In contrast, chiral Lewis acids are Inferior In these cycloadditions.

Diastereoselective ru-catalyzed cross-metathesis-dihydroxylation sequence. An efficient approach toward enantiomerically enriched syn-diols

(Chemical Equation Presented) Sequential catalysis has evolved as a powerful concept within the past years and allows the more efficient use of catalytically active expensive transition metals in organic synthesis. In this paper we present the stereoselective cross-metathesis-dihydroxylation of various olefins with chiral auxiliary substituted acrylamides. The chiral information (i.e., the auxiliary) introduced in the metathesis reactions allows for a stereoselective subsequent RuO4-catalyzed dihydroxylation. The sequence is concluded by an unusual kinetic resolution of the diastereomeric diols obtained in the oxidation reaction. As a consequence a variety of structurally diverse enantiomerically enriched diols are obtained. To the best of our knowledge the results summarized in this paper represent the first highly efficient diastereoselective RuO4-catalyzed oxidation.

Spirohydantoin compounds and methods for the modulation of chemokine receptor activity

Novel compounds represented by formula (I): wherein R1, R2, R3 and R4 are as defined herein, and pharmaceutically acceptable salts, hydrates and solvates thereof, are useful for the modulation of CCR5 chemokine

NOVEL SPIROTROPANE COMPOUNDS AND METHODS FOR THE MODULATION OF CHEMOKINE RECEPTOR ACTIVITY

Compounds according to formula (I): wherein the radical R2 represents a hydrogen atom or one of the following structures: R, and R7_9are as herein defined, and wherein ring A represents a 5 or 6 membered heteroring involvi

SPIRO COMPOUNDS AND METHODS FOR THE MODULATION OF CHEMOKINE RECEPTOR ACTIVITY

Compounds of formula I insert formula I from claim 1 wherein X, Y, Z, W, R1 and R2 as defined herein, or pharmaceutically acceptable salts, hydrates or solvates thereof, are useful for the modulation of CCR5 chemokine receptor activity.