192884-55-2

Upstream product

• 67-56-1 methanol 
• 389-31-1 2-fluoromandelic acid 
• 133721-88-7 (+/-)-2-hydroxy-2-(2-fluorophenyl)acetonitrile 
• 132115-73-2 methyl 2-fluoro-α-oxo-benzeneacetate 
• 446-52-6 2-Fluorobenzaldehyde 

Downstream Products

• 135660-93-4 α-bromo-o-fluorobenzoic acid methyl ester 
• 1584127-58-1 C₁₁H₁₁FO₄ 
• 703-43-5 2-(2-fluorophenyl)-2-hydroxyacetamide 
• 1314081-70-3 (S)-methyl 2-(2-acetoxy-6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)-2-phenylacetate 
• 181040-24-4 methyl (RS)-[2-cyano-5-(thien-3-ylmethoxy)phenoxy]-(2-fluorophenyl)acetate 

Relevant academic research and scientific papers

Kinetic Resolution of Allylic Alcohol with Chiral BINOL-Based Alkoxides: A Combination of Experimental and Theoretical Studies

The development and characterization of enantioselective catalytic kinetic resolution of allylic alcohols through asymmetric isomerization with chiral BINOL derivatives-based alkoxides as bifunctional Br?nsted base catalysts were described in the study. A number of chiral BINOL derivatives-based alkoxides were synthesized, and their structure-enantioselectivity correlation study in asymmetric isomerization identified a promising chiral Br?nsted base catalyst, which afforded various chiral secondary allylic alcohols (ee up to 99%, S factor up to >200). In the mechanistic study, alkoxide species were identified as active species and the phenol group of BINOL largely affected the high reactivity and enantioselectivity via hydrogen bonding between the chiral Br?nsted base catalyst and substrates. The strategy is the first successful synthesis strategy of various chiral secondary allylic alcohols through enantioselective transition-metal-free base-catalyzed isomerization. The applicability of the strategy had been demonstrated by the synthesis of the bioactive natural product (+)-veraguensin.

Ru-MACHO-Catalyzed Highly Chemoselective Hydrogenation of α-Keto Esters to 1,2-Diols or α-Hydroxy Esters

A ruthenium pincer catalyst has been shown to be highly effective for the hydrogenation of a wide range of α-keto esters, affording either diols or hydroxy esters depending on the choice of reaction conditions. Strong base, high temperature, and pressure favor the formation of diols whilst the opposite is true for the hydroxy esters.

Kinetic resolution of mandelate esters via stereoselective acylation catalyzed by lipase PS-30

By using lipase PS-30 as catalyst, the kinetic resolution of a series of racemic mandelate esters has been achieved via stereoselective acylation. The value of kinetic enantiomeric ratio (E) reached up to 197.5. Substituent effect is briefly discussed.

Selective ET(A) antagonists. 5. Discovery and structure-activity relationships of phenoxyphenylacetic acid derivatives

The fifth paper in this series describes the culmination of our investigations into the development of a potent and selective ETA receptor antagonist for the treatment of diseases mediated by ET-1. Receptor site mapping of several ETA antagonists prepared previously identified a common cationic binding site which prompted synthesis of phenoxyphenylacetic acid derivative 13a, which showed good in vitro activity (IC50 59 nM, rat aortic ET(A)). Optimization of 13a led to the identification of 27b, which exhibited an IC50 of 4 nM. Although this did not translate into the expected in vivo potency, a compound of comparable in vitro activity, 27a (RPR118031A), showed a far better pharmacokinetic profile and in vivo potency (75 μmol/kg) and was duly proposed and accepted as a development candidate.

Imino oxyphenyl acetic acid derivatives, methods and intermediates for their preparation and use thereof

2-Iminooxyphenylacetic acid derivatives STR1 where the substituents and the index have the following meanings: R1 is C(CO2 CH3)=NOCH3 (Ia), C(CONHCH3)=NOCH3 (Ib), C(CONH2)=NOCHs