146285-52-1

Upstream product

• 873-75-6 4-bromobenzenemethanol 
• 545-06-2 trichloroacetonitrile 

Downstream Products

• 183155-66-0 3-<1-(triphenylmethyl)imidazol-4(5)-yl>propyl 4-bromobenzyl ether 
• 214139-73-8 2,5-O-bis(4-bromobenzyl)-L-mannaro-1,4:3,6-dilactone 
• 2116-36-1 1-benzyl-4-bromo-benzene 
• 278168-71-1 1-bromo-4-(3-phenylprop-2-yn-1-yl)benzene 
• 1219005-40-9 methyl 2-((4-bromobenzyl)oxy)-3-(tert-butyldimethylsilyloxy)-2-methylpropanoate 
• 1018349-44-4 3-(4-bromo-benzyloxy)-2-methyl-propionic acid methyl ester 
• 152028-96-1 iodoproxyfan 
• 183155-67-1 3-<1-(triphenylmethyl)imidazol-4(5)-yl>propyl 4-iodobenzyl ether 
• 214139-74-9 N₁,N₆-di[(1S)-2-methyl-1-(methylcarbamoyl)propyl]-(2R,3R,4R,5R)-2,5-di[(4-bromobenzyl)oxy]-3,4-dihydroxyhexanediamide 
• 219596-45-9 (R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3-Hydroxy-10,13-dimethyl-12-(4-pyridin-4-yl-benzyloxy)-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester 

Relevant academic research and scientific papers

Design and fast synthesis of C-terminal duplicated potent C2-symmetric P1/P1'-modified HIV-1 protease inhibitors

An analysis of the X-ray structure of a complex of HIV-1 protease with a linear C2-symmetric C-terminal duplicated inhibitor guided the selection of a series of diverse target compounds. These were synthesized with the objective to identify sui

Synthesis of Rovafovir Etalafenamide (Part III): Evolution of the Synthetic Process to the Phosphonamidate Fragment

Phosphonamidate 1 is a key fragment in the assembly of rovafovir etalafenamide, a novel nucleotide reverse transcriptase inhibitor under development at Gilead Sciences for the treatment of HIV infection. An early manufacturing route, relying on simulated moving bed (SMB) chromatography for the separation of phosphorus diastereomers, was executed on scale to produce multiple batches of 1. However, developing alternative synthetic conditions became desirable in consideration of the high production cost, long lead time, and high process mass intensity (PMI) associated with SMB. Several strategies to improve these factors are described herein, including epimerization and recycling of the undesired (R)-phosphorus diastereomer, design of stereoselective approaches to establish the desired (S)-configuration at phosphorus, and identification of conditions or derivatives to allow for selective crystallization. Ultimately, a second-generation route to 1 was developed and demonstrated on scale. The new route achieves the separation of phosphorus diastereomers by means of selective crystallization, does not require SMB, and offers lower PMI, cost, and lead time.

A Simple Method for the Preparation of Stainless and Highly Pure Trichloroacetimidates

We describe a method for obtaining various allylic, benzylic, and glucosyl 2,2,2-trichloroacetimidates (TCAIs) as stainless liquids or solids at the crude stage. The general synthetic method for the preparation of TCAIs often leads to stained products, and further purification of crude TCAIs causes decomposition due to their instability. In the described method, we use a solvent that barely dissolves the reactant, providing stainless and sufficiently pure TCAIs without requiring a purification step. Furthermore, the reaction mixture is turbid at the beginning and clear at the end, allowing us to monitor the progress of the reaction visually.

HYDROXAMIC ACID DERIVATIVES USEFUL AS ANTIBACTERIAL AGENTS

The invention relates to a compound of formula (I): or a pharmaceutically acceptable salt thereof, thereof, wherein: G is a group of formula (II); and pharmaceutically acceptable salts, prodrugs, hydrates, or solvates, thereof, wherein A, B. L1-L4 A, B, R1-R4 and m are as defined herein. The invention also relates to pharmaceutical compositions comprising the compounds of formula (I) and their use in treating a bacterial infection.

Gold(I)-catalyzed arylmethylation of terminal alkynes

AuCl/AgOTf catalyzes the reaction of terminal alkynes with aryl trichloroacetimidate to afford arylmethylation products in moderate to good yields.

O-benzyl trichloroacetimidates having electron-withdrawing substituents in acid-catalyzed diarylmethane synthesis

Reaction of O-benzyl trichloroacetimidates having electron-withdrawing substituents with arenes in the presence of catalytic amounts of TMSOTf gave the corresponding diarylmethanes in good to excellent yields. Georg Thieme Verlag Stuttgart.