203314-50-5

Upstream product

• 86826-93-9 2-(2-bromo-5-methoxyphenyl)acetic acid 

Downstream Products

• 143398-58-7 2-(2-Bromo-5-methoxy-phenyl)-N-[1-(3-methoxy-benzyl)-butyl]-acetamide 
• 143398-60-1 2-(2-Bromo-5-methoxy-phenyl)-N-[1-(3-methoxy-benzyl)-pentyl]-acetamide 
• 143398-62-3 2-(2-Bromo-5-methoxy-phenyl)-N-[1-(3-methoxy-benzyl)-hexyl]-acetamide 
• 117565-97-6 2-(2-Bromo-5-methoxyphenyl)-N-<2-(3,4-dimethoxyphenyl)-ethyl>-acetamide 
• 1019652-01-7 1-(4-methoxyphenyl)-2-(2-bromo-5-methoxyphenyl)ethanone 
• 1245573-39-0 2-(2-bromo-5-methoxyphenyl)-1-(4-(methylthio)phenyl)ethanone 

Relevant academic research and scientific papers

Asymmetric Total Synthesis of Hetidine-Type C20-Diterpenoid Alkaloids: (+)-Talassimidine and (+)-Talassamine

Here, we report the first asymmetric total synthesis of (+)-talassimidine and (+)-talassamine, two hetidine-type C20-diterpenoid alkaloids. A highly regio- and diastereoselective 1,3-dipolar cycloaddition of an azomethine ylide yielded a chiral tetracyclic intermediate in high enantiopurity, thus providing the structural basis for asymmetric assembly of the hexacyclic hetidine skeleton. In this key step, the introduction of a single chiral center induces four new continuous chiral centers. Another key transformation is the dearomative cyclopropanation of the benzene ring and subsequent SN2-like ring opening of the resultant cyclopropane ring with water as a nucleophile, which not only establishes the B ring but also precisely installs the difficult-to-achieve equatorial C7-OH group.

In vitro functional evaluation of isolaureline, dicentrine and glaucine enantiomers at 5-HT2 and α1 receptors

Compounds with activity at serotonin (5-hydroxytryptamine) 5-HT2 and α1 adrenergic receptors have potential for the treatment of central nervous system disorders, drug addiction or overdose. Isolaureline, dicentrine and glaucine enantiomers were synthesized, and their in vitro functional activities at human 5-HT2 and adrenergic α1 receptor subtypes were evaluated. The enantiomers of isolaureline and dicentrine acted as antagonists at 5-HT2 and α1 receptors with (R)-isolaureline showing the greatest potency (pKb?=?8.14 at the 5-HT2C receptor). Both (R)- and (S)-glaucine also antagonized α1 receptors, but they behaved very differently to the other compounds at 5-HT2 receptors: (S)-glaucine acted as a partial agonist at all three 5-HT2 receptor subtypes, whereas (R)-glaucine appeared to act as a positive allosteric modulator at the 5-HT2A receptor.

Iron and copper salts in the synthesis of benzo[b]furans

Intramolecular C-O bond forming reactions of aryl 2-bromobenzyl ketones lead to benzo[b]furans. The cyclizations can be catalyzed by 10 mol% of iron trichloride (of 98% or of 99.995% purity) or sub-mol% quantities of copper(II) chloride (of 99.995% purity

Asymmetric synthesis of corsifuran A by an enantioselective oxazaborolidine reduction

(Chemical Equation Presented) Corsifuran A has been prepared in an enantiomerically pure form for the first time by an asymmetric reduction procedure, allowing confirmation of the absolute stereochemistry of the natural product as (R).

Synthesis of pyrazolo[1,5-a]indoles via copper(I)-catalyzed intramolecular amination

A variety of pyrazolo[1,5-a]indole derivatives were synthesized via Cu(I)-catalyzed intramolecular amination reactions. This novel method provides a general and efficient synthesis to indoles fused with pyrazole rings in high yields.

Aporphine alkaloid synthesis and diversification via direct arylation

Palladium-catalyzed direct arylation of aryl chlorides, bromides and iodides has been applied to the preparation of new aporphine analogues including C2-substituted aporphines by reaction with benzodioxole, pyridine N-oxide and pyrazine N-oxide. Successful application of direct arylation in these diversification reactions highlights its utility not only in convergent, but also in divergent synthesis. We also describe enantioselective syntheses of (R)-nornuciferine and (R)-nuciferine employing a catalytic asymmetric transfer hydrogenation in high yield and excellent enantiomeric excess. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

SUBSTITUTED AMINO PHENYLACETIC ACIDS, DERIVATIVES THEREOF, THEIR PREPARATION AND THEIR USE AS CYCLOOXYGENASE 2 (COX-2) INHIBITORS

Compounds of formula (I) wherein R is hydrogen, lower alkyl, (C3-C8)cycloalkyl, hydroxy, halo, lower alkoxy, trifluoromethoxy, trifluoromethyl or cyano; and A is biaryl, optionally substituted β-naphthyl, bicyclic heterocyclic aryl, (C3-C6)cycloalkylmonocyclic carbocyclic aryl, or (C5 or C6)cycloalkane fused-monocyclic carbocyclic aryl; pharmaceutically acceptable salts thereof, and pharmaceutically acceptable esters thereof; which are useful for the treatment of COX-2 dependent disorders.