Diethyl Chlorophosphate: An Effective and Convenient Coupling Reagent of Cephalosporin Derivatives

Lee, Hong-Woo; Kang, Tae Won; Hoi, Kyung; Kim, Eung-Nam; Choi, Nam-Hee; Kim, Jung-Woo; Hong, Chung Il

doi:10.1080/00397919808005071

Cited by 6 publications

(2 citation statements)

References 5 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In this Synopsis, we have described the studies done over the last two decades about synthetic methodologies to prepare and modify pyridazinone derivatives and how understanding of the chemical and electronic structures of newly developed pyridazinones provided insight that enabled a wide range of functional group transformations in an efficient, convenient, and atom-economical manner. For comparison, Table summarizes some of literature examples for FGCs and reactions ,− relevant to those described in this Synopsis. (Note that due to a large number of papers we could not cite all the previous work associated with acylation.)…”

Section: Discussionmentioning

confidence: 99%

Recent Progress in the Chemistry of Pyridazinones for Functional Group Transformations

et al. 2017

View full text Add to dashboard Cite

While N-hetereocycles have received significant attention in organic synthesis and other research fields, the chemistry of pyridazine, a six-membered aromatic ring with two adjacent nitrogen atoms, and its derivatives has been relatively little understood. This Synopsis describes recent progress made in the synthesis of pyridazine derivatives-particularly, pyridazin-3(2H)-ones-and their utility as efficient and recyclable functional group carriers for various important organic reactions.

show abstract

Section: Discussionmentioning

confidence: 99%

Recent Progress in the Chemistry of Pyridazinones for Functional Group Transformations

et al. 2017

View full text Add to dashboard Cite

show abstract

“…Prolinol 15 (see Scheme ) was introduced cleanly by the action of diethyl chlorophosphate (DECP) and Et 3 N in CH 2 Cl 2 to give 13 in 80% yield. These coupling conditions worked better than EDCI/HOBt, where the conversion was typically <70%, presumably because of the competitive nature of the aniline on 42 . With intermediate 13 in hand, the endgame was re-examined.…”

Section: Resultsmentioning

confidence: 99%

Development of Dual Practical Manufacturing Routes to Cognate Pyrrolobenzodiazepine-Based Linker-Drugs

Koenig¹,

Angelaud²,

Crittenden³

et al. 2022

Org. Process Res. Dev.

View full text Add to dashboard Cite

The synthetic strategies for two distinct but related linker-toxins 1 and 2 were reconfigured in order to devise an efficient and unified supply chain for both compounds. This involved establishing novel chemical routes to crystalline, monomeric building blocks that could be combined in a unique way for each molecular target. This streamlined approach avoided challenging desymmetrization efforts en route to each target molecule as well as a drastically reduced need for multiple chromatographic purifications throughout the syntheses. In the final instance, the shared-building-block concept enabled access to advanced intermediates from which the optimized endgames were implemented, ultimately resulting in robust synthetic processes to both 1 and 2.

show abstract

ChemInform Abstract: Diethyl Chlorophosphate: An Effective and Convenient Coupling Reagent of Cephalosporin Derivatives.

Lee

Kang

et al. 1998

ChemInform

View full text Add to dashboard Cite

show abstract

Diethyl Chlorophosphate: An Effective and Convenient Coupling Reagent of Cephalosporin Derivatives

Cited by 6 publications

References 5 publications

Recent Progress in the Chemistry of Pyridazinones for Functional Group Transformations

Recent Progress in the Chemistry of Pyridazinones for Functional Group Transformations

Development of Dual Practical Manufacturing Routes to Cognate Pyrrolobenzodiazepine-Based Linker-Drugs

ChemInform Abstract: Diethyl Chlorophosphate: An Effective and Convenient Coupling Reagent of Cephalosporin Derivatives.

Contact Info

Product

Resources

About