Development of a Mild and Robust Method for Palladium Catalyzed Cyanation on Large Scale

2011 ◽  
pp. 125-134
Author(s):  
Per Ryberg
Keyword(s):  
Large Scale ◽  
Robust Method ◽  
Palladium Catalyzed

A Scalable Synthesis of Biaryl Unit of the HIV Protease Inhibitor Atazanavir

2019 ◽  
Vol 17 (1) ◽  
pp. 68-72
Author(s):  
Chapala Vijayalakshmi ◽  
Malavattu G. Prasad ◽  
Naresh K. Katari ◽  
Pedavenkatagari N. Reddy
Keyword(s):  
Protease Inhibitor ◽  
Large Scale ◽  
Cyano Group ◽  
Cost Effective ◽  
Pharmacokinetic Profile ◽  
Hiv Protease ◽  
Tert Butyl ◽  
Palladium Catalyzed ◽  
Scalable Synthesis

Atazanavir is one of the most prescribed HIV-1 protease inhibitors approved by the FDA. It was the first protease inhibitor approved for once-a-day dosing to treat AIDS due to good oral bioavailability and favorable pharmacokinetic profile. This research aims to develop a new synthetic cost effective process for biaryl-hydrazine unit {tert-butyl 2-[4-(2-pyridinyl)benzyl]hydrazinecarboxylate} of atazanavir on a large scale. The synthesis involved palladium catalyzed Suzuki-Miyaura coupling of 2-chloropyridine and (4-cyanophenyl)boronic acid followed by DIBAL-H reduction of cyano group to aldehyde which is then treated with tert-butyl carbazate to furnish hydrazone subsequently in situ reduction with NaBH4. A large scale synthesis of biaryl-hydrazine unit of atazanavir was accomplished in three steps with 71% overall yield. We have developed a short and efficient synthesis of atazanavir key intermediate biaryl-hydrazine unit. The process does not require the usage of Grignard reagent, expensive catalyst, protection/deprotection of aldehyde moiety and catalytic hydrogenation.

scholarly journals Efficient and Reproducible Synthesis of an Fmoc-protected Tn Antigen

2021 ◽  
Author(s):  
Michael R. Reynolds ◽  
Sabrina Piazza ◽  
Jonathan Chiaramonte ◽  
Fabiola A. Chapa-Villarreal ◽  
John Trant
Keyword(s):  
Total Synthesis ◽  
Peptide Synthesis ◽  
Building Block ◽  
Large Scale ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Tn Antigen ◽  
Palladium Catalyzed ◽  
Glycosyl Donor ◽  
Antigen A

The total synthesis of the Thomsen-nouveau (Tn) antigen, a tumour-associated O-linked mucin glycopeptide, was achieved through a concise route. The key glycosylation step proved challenging to reproduce from the literature precedents and was most reliably accomplished using a palladium-catalyzed coupling between the glycosyl donor and Fmoc-functionalized serine acceptor to form the target in moderate yields. This is, to the best of our knowledge, the shortest synthesis reported from galactose for preparing this essential building block for large-scale solid phase peptide synthesis.

scholarly journals A Robust Method for Finding the Automated Best Matched Genes Based on Grouping Similar Fragments of Large-Scale References for Genome Assembly

Symmetry ◽  
2017 ◽  
Vol 9 (9) ◽  
pp. 192 ◽  
Author(s):  
Jaehee Jung ◽  
Jong Kim ◽  
Young-Sik Jeong ◽  
Gangman Yi
Keyword(s):  
Genome Assembly ◽  
Large Scale ◽  
Robust Method

Facile large-scale synthesis of brain-like mesoporous silica nanocomposites via a selective etching process

Nanoscale ◽  
2015 ◽  
Vol 7 (39) ◽  
pp. 16442-16450 ◽  
Author(s):  
Yu Chen ◽  
Qihua Wang ◽  
Tingmei Wang
Keyword(s):  
Mesoporous Silica ◽  
Large Scale ◽  
Selective Etching ◽  
Etching Process ◽  
Robust Method ◽  
Silica Nanocomposites ◽  
Large Scale Synthesis

A facile and robust method for large-scale synthesis of brain-like structured Au@SiO2 nanocomposites.

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