98911-33-2

Upstream product

• 577-19-5 2-nitrophenyl bromide 
• 51656-70-3 (2-tert-butoxy-2-oxoethyl)zinc(II) bromide 
• 540-88-5 acetic acid tert-butyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 3740-52-1 2-(2-nitrophenyl)acetic acid 
• 75-65-0 tert-butyl alcohol 
• 71432-55-8 2-tert-butyl-1,3-diisopropylisourea 
• 98946-18-0 tert-Butyl 2,2,2-trichloroacetimidate 
• 22751-23-1 (2-nitrophenyl)acetyl chloride 
• 107-59-5 tert-Butyl chloroacetate 
• 98-95-3 nitrobenzene 

Downstream Products

• 158078-62-7 tert-butyl 2-bromo-2-(2-nitrophenyl)acetate 
• 1541867-37-1 2-(tert-butoxy)-1-(2-nitrophenyl)-2-oxoethyl 4-((2-(tert-butoxy)-1-(2-nitrophenyl)-2-oxoethyl)amino)butanoate 
• 1541867-39-3 2-((4-(carboxy(2-nitrophenyl)methoxy)-4-oxobutyl)amino)-2-(2-nitrophenyl)acetic acid 
• 3335-98-6 1-phenyl-1,3-dihydro-indol-2-one 

Relevant academic research and scientific papers

Synthesis of a Spirocyclic Indoline Lactone

Base-promoted cyclization of tert-butyl [2-(benzylideneamino)phenyl] acetate (13a) and subsequent C3-alkylation with allyl bromide affords 3-allyl-2-phenyl-2,3-dihydro-1H-indole-3-carboxylic acid, tert-butyl ester (15b) in high yield as a single diastereomer. This result is contrary to prior publications that describe failed cyclization of an analogous ethyl ester (ethyl [2-(4-methoxybenzylideneamino)phenyl] acetate) under strongly basic conditions. N-Acylation, olefin dihydroxylation, and tert-butyl ester cleavage affords the spirocyclic lactone 18 as a pair of diastereomers. Isolation and characterization of individual diastereomers 18a and 18b are described.

Iron-Catalyzed Intramolecular Aminations of C(sp3)?H Bonds in Alkylaryl Azides

The nucleophilic iron complex Bu4N[Fe(CO)3(NO)] (TBA[Fe]) catalyzes the direct intramolecular amination of unactivated C(sp3)?H bonds in alkylaryl azides, which results in the formation of substituted indoline and tetrahydroquinoline derivatives.

DOUBLE CAGED GABA COMPOUNDS, BIS-CNB-GABA

Double caged GABA compounds and compositions including the same are described. Methods of synthesizing and using double caged GABA compounds are provided.

AMINOMETHYL-BIARYL DERIVATIVES AS COMPLEMENT FACTOR D INHIBITORS AND USES THEREOF

The present invention provides a compound of formula (I), a method for manufacturing the compounds of the invention, and its therapeutic uses. The present invention further provides a combination of pharmacologically active agents and a pharmaceutical com

Synthesis and biological evaluation of bis-CNB-GABA, a photoactivatable neurotransmitter with low receptor interference and chemical two-photon uncaging properties

Photoactivatable "caged" neurotransmitters allow optical control of neural tissue with high spatial and temporal precision. However, the development of caged versions of the chief vertebrate inhibitory neurotransmitter, γ-amino butyric acid (GABA), has be

Palladium-catalyzed α-arylation of zinc enolates of esters: Reaction conditions and substrate scope

The intermolecular α-arylation of esters by palladium-catalyzed coupling of aryl bromides with zinc enolates of esters is reported. Reactions of three different types of zinc enolates have been developed. α-Arylation of esters occurs in high yields with i

One-step deprotonation route to zinc amide and ester enolates for use in aldol reactions and Negishi couplings

Simple amides and esters are conveniently deprotonated by Zn(tmp)2 (tmp = 2,2,6,6-tetramethylpiperidinyl anion) to generate Zn enolates. Enolates formed by this method are suitable for use in aldol reactions that tolerate base-sensitive functional groups. Additionally, the Zn enolates are readily coupled with aryl bromides using typical Pd-catalyzed coupling methods.

Palladium-catalyzed α-arylation of esters and amides under more neutral conditions

Two procedures for the ∞-arylation of carbonyl compounds under conditions that are more neutral than those of reactions of aryl halides with alkali metal enolates are reported. The first procedure rests upon the development of catalysts bearing the hindered pentaphenylferrocenyl di-tert-butylphosphine (Q-phos) and the highly reactive dimeric Pd(I) complex {P(t-Bu)3]PdBr}2. By this procedure, zinc enolates prepared from ∞-bromo esters and amides react with aryl halides to form ∞-aryl esters and amides in high yields under mild conditions with 1-2 mol % catalyst and with remarkable functional group tolerance. By the second procedure, silyl ketene and silyl ketimine acetals react with aryl bromides in the presence of substoichiometric zinc fluoride, 1 mol % Pd(dba)2, and 2 mol % P(t-Bu)3 in DMF solvent at 80 °C. Reactions of zinc tert-butyl acetate and propionate enolates and trimethylsilyl ketene acetals of tert-butyl propionate and methyl isobutyrate with aryl bromides bearing electron-donating and potentially reactive, base-sensitive electron-withdrawing groups and with pyridyl bromides are reported. In addition, the diastereoselective coupling of phenyl bromide with an imide enolate bearing the Evans auxiliary is reported, and this study shows that racemization of base-sensitive stereocenters does not occur during the coupling process under these more neutral conditions. Copyright

Photolabile 'caged fatty acids containing a 1-(2'-nitrophenyl)-1,2-ethanediol moiety

1-(2'-Nitrophenyl)ethanediol was used to esterify the carboxylic acid function of fatty acids to prepare photosensitive fatty acid precursors for biological studies. The synthesis, photochemistry, and biological properties of several model cis-unsaturated fatty acids including arachidonic acid are described.