scholarly journals Scalable synthesis of (1-cyclopropyl)cyclopropylamine hydrochloride

2011 ◽  
Vol 7 ◽  
pp. 1003-1006 ◽  
Author(s):  
Sergei I Kozhushkov ◽  
Alexander F Khlebnikov ◽  
Rafael R Kostikov ◽  
Dmitrii S Yufit ◽  
Armin de Meijere

1-Cyclopropylcyclopropanecarboxylic acid (2), which is accessible on a large scale (900 mmol) from 1-bromo-1-cyclopropylcyclopropane (1) in 64% yield (89% on a 12.4 mmol scale), has been subjected to a Curtius degradation employing the Weinstock protocol to furnish the N-Boc-protected (1-cyclopropyl)cyclopropylamine 3 (76%). Deprotection of 3 with hydrogen chloride in diethyl ether gave the (1-cyclopropyl)cyclopropylamine hydrochloride (4·HCl) in 87% yield.

2019 ◽  
Vol 7 (6) ◽  
pp. 1575-1583 ◽  
Author(s):  
Sijie Zhou ◽  
Zeke Liu ◽  
Yongjie Wang ◽  
Kunyuan Lu ◽  
Fan Yang ◽  
...  

Accelerating inorganic nanocrystal-based photovoltaic technology needs more efficient synthetic protocols for large scale manufacture, high yield and excellent quality nanocrystal materials.


2019 ◽  
Vol 17 (1) ◽  
pp. 68-72
Author(s):  
Chapala Vijayalakshmi ◽  
Malavattu G. Prasad ◽  
Naresh K. Katari ◽  
Pedavenkatagari N. Reddy

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.


SynOpen ◽  
2020 ◽  
Vol 04 (01) ◽  
pp. 01-11
Author(s):  
Cengiz Azap ◽  
Anna Christoffers ◽  
Renat Kadyrov

A convenient, large-scale, and cost-efficient synthesis of 4,5-diarylsubstituted N,N-diarylimidazolium salts is described. A variety of 1,3,4,5-tetraaryl imidazolium salts with increasing electron donation and steric bulk of the N-aryl groups was synthesized in good yields. In the key step, readily available N,N′-diarylthioureas and benzoin/anisoin are coupled to give imidazole-2-thiones, followed by imidazolium salt formation by oxidative desulfurization. In this way, N,N-diarylimidazolium salts with 2-methoxy, 2-methyl, and 2-isopropyl substituents could be obtained; the synthesis of their 2-tert-butyl, 2,6-dimethyl, and 2,6-diisopropyl analogues failed.


Nanoscale ◽  
2017 ◽  
Vol 9 (39) ◽  
pp. 14820-14825 ◽  
Author(s):  
Penglun Zheng ◽  
Zhengfei Dai ◽  
Yu Zhang ◽  
Khang Ngoc Dinh ◽  
Yun Zheng ◽  
...  

A facile dissolution–regeneration strategy is proposed to construct large-scale flexible SnS2/sulfur-doped graphene composites as anodes for LIBs and SIBs.


Molecules ◽  
2020 ◽  
Vol 25 (15) ◽  
pp. 3386 ◽  
Author(s):  
Joshua Bush ◽  
Shrishti Singh ◽  
Merlyn Vargas ◽  
Esra Oktay ◽  
Chih-Hsiang Hu ◽  
...  

DNA origami nanocarriers have emerged as a promising tool for many biomedical applications, such as biosensing, targeted drug delivery, and cancer immunotherapy. These highly programmable nanoarchitectures are assembled into any shape or size with nanoscale precision by folding a single-stranded DNA scaffold with short complementary oligonucleotides. The standard scaffold strand used to fold DNA origami nanocarriers is usually the M13mp18 bacteriophage’s circular single-stranded DNA genome with limited design flexibility in terms of the sequence and size of the final objects. However, with the recent progress in automated DNA origami design—allowing for increasing structural complexity—and the growing number of applications, the need for scalable methods to produce custom scaffolds has become crucial to overcome the limitations of traditional methods for scaffold production. Improved scaffold synthesis strategies will help to broaden the use of DNA origami for more biomedical applications. To this end, several techniques have been developed in recent years for the scalable synthesis of single stranded DNA scaffolds with custom lengths and sequences. This review focuses on these methods and the progress that has been made to address the challenges confronting custom scaffold production for large-scale DNA origami assembly.


2016 ◽  
Vol 4 (44) ◽  
pp. 17370-17380 ◽  
Author(s):  
Jingwen Zhou ◽  
Jian Qin ◽  
Lichao Guo ◽  
Naiqin Zhao ◽  
Chunsheng Shi ◽  
...  

High-quality 2D WS2, MoS2, MoSe2 and WSe2 nanosheets with a single-crystalline structure have been synthesized on a large scale by a NaCl template-assisted strategy.


2015 ◽  
Vol 3 (27) ◽  
pp. 5608-5614 ◽  
Author(s):  
Yaoping Hu ◽  
Jing Yang ◽  
Jiangwei Tian ◽  
Jun-Sheng Yu

A solution-based method is developed for rapid and scalable synthesis of highly fluorescent carbon dots in a monoethanolamine system, and an interesting formation process of carbon dots is directly observed.


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