Literature DB >> 23240732

A safe and facile route to imidazole-1-sulfonyl azide as a diazotransfer reagent.

Hui Ye1, Ruihua Liu, Dongmei Li, Yonghui Liu, Haixin Yuan, Weikang Guo, Lifei Zhou, Xuefeng Cao, Hongqi Tian, Jie Shen, Peng George Wang.   

Abstract

A facile approach to the diazotransfer reagent of imidazole-1-sulfonyl azide was reported. The procedure was well optimized to clarify potential explosion risks. A high production yield as well as small batch variation was achieved even without careful pretreatment of reagents and solvents. HPLC and NMR methods to monitor the process were provided. These features made this protocol suitable for large scale preparation in academia and industry as well.

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Year:  2012        PMID: 23240732     DOI: 10.1021/ol3028708

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  8 in total

1.  Selective Protection of Secondary Amines as the N-Phenyltriazenes. Application to Aminoglycoside Antibiotics.

Authors:  Amr Sonousi; David Crich
Journal:  Org Lett       Date:  2015-08-04       Impact factor: 6.005

2.  Peptidoglycan Modifications Tune the Stability and Function of the Innate Immune Receptor Nod2.

Authors:  James E Melnyk; Vishnu Mohanan; Amy K Schaefer; Ching-Wen Hou; Catherine Leimkuhler Grimes
Journal:  J Am Chem Soc       Date:  2015-06-02       Impact factor: 15.419

3.  A traceless Staudinger reagent to deliver diazirines.

Authors:  Ali M Ahad; Stephanie M Jensen; John C Jewett
Journal:  Org Lett       Date:  2013-09-23       Impact factor: 6.005

4.  Syntheses of Legionaminic Acid, Pseudaminic Acid, Acetaminic Acid, 8-epi-Acetaminic Acid, and 8-epi-Legionaminic Acid Glycosyl Donors from N-Acetylneuraminic Acid by Side Chain Exchange.

Authors:  Sameera Siyabalapitiya Arachchige; David Crich
Journal:  Org Lett       Date:  2022-04-14       Impact factor: 6.072

5.  Optimization of antitumor modulators of pre-mRNA splicing.

Authors:  Chandraiah Lagisetti; Gustavo Palacios; Tinopiwa Goronga; Burgess Freeman; William Caufield; Thomas R Webb
Journal:  J Med Chem       Date:  2013-12-11       Impact factor: 7.446

6.  Stereospecific synthesis of methyl 2-amino-2,4-dideoxy-6S-deuterio-α-D-xylo-hexopyranoside and methyl 2-amino-2,4-dideoxy-6S-deuterio-4-propyl-α-d-glucopyranoside: Side chain conformation of the novel aminoglycoside antibiotic propylamycin.

Authors:  Michael G Pirrone; Takahiko Matsushita; Andrea Vasella; David Crich
Journal:  Carbohydr Res       Date:  2020-03-16       Impact factor: 2.104

7.  Metabolic labelling of the carbohydrate core in bacterial peptidoglycan and its applications.

Authors:  Hai Liang; Kristen E DeMeester; Ching-Wen Hou; Michelle A Parent; Jeffrey L Caplan; Catherine L Grimes
Journal:  Nat Commun       Date:  2017-04-20       Impact factor: 14.919

8.  Modification at the 2'-Position of the 4,5-Series of 2-Deoxystreptamine Aminoglycoside Antibiotics To Resist Aminoglycoside Modifying Enzymes and Increase Ribosomal Target Selectivity.

Authors:  Girish C Sati; Vikram A Sarpe; Takayuki Furukawa; Sujit Mondal; Matilde Mantovani; Sven N Hobbie; Andrea Vasella; Erik C Böttger; David Crich
Journal:  ACS Infect Dis       Date:  2019-09-13       Impact factor: 5.084

  8 in total

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