5362-55-0Relevant academic research and scientific papers
Formal Aza-Wacker Cyclization by Tandem Electrochemical Oxidation and Copper Catalysis
Yi, Xiangli,Hu, Xile
supporting information, p. 4700 - 4704 (2019/03/07)
In oxidative electrochemical organic synthesis, radical intermediates are often oxidized to cations on the way to final product formation. Herein, we describe an approach to transform electrochemically generated organic radical intermediates into neutral
Discovery of 4-[4-({(3R)-1-butyl-3-[(R)-cyclohexyl(hydroxy)methyl]-2,5- dioxo-1,4,9-triazaspiro[5.5]undec-9-yl}methyl)phenoxy]benzoic acid hydrochloride: A highly potent orally available CCR5 selective antagonist
Nishizawa, Rena,Nishiyama, Toshihiko,Hisaichi, Katsuya,Minamoto, Chiaki,Murota, Masayuki,Takaoka, Yoshikazu,Nakai, Hisao,Tada, Hideaki,Sagawa, Kenji,Shibayama, Shiro,Fukushima, Daikichi,Maeda, Kenji,Mitsuya, Hiroaki
, p. 4028 - 4042 (2011/08/21)
Based on the original spirodiketopiperazine design framework, further optimization of an orally available CCR5 antagonist was undertaken. Structural hybridization of the hydroxylated analog 4 derived from one of the oxidative metabolites and the new orally available non-hydroxylated benzoic acid analog 5 resulted in another potent orally available CCR5 antagonist 6a as a clinical candidate. Full details of a structure-activity relationship (SAR) study and ADME properties are presented.
Progress towards the synthesis of piperazimycin A: synthesis of the non-proteogenic amino acids and elaboration into dipeptides
Phillip Kennedy,Lindsley, Craig W.
scheme or table, p. 2493 - 2496 (2010/06/14)
This Letter describes the synthesis of the five non-proteogenic amino acids required for the total synthesis of piperazimycin A, and synthetic elaboration into multiple dipeptides. Importantly, this Letter details the first example of an elusive piperazic acid-piperazic acid coupling to form this key C5-C14 dipeptide.
Highly Diastereoselective Synthesis of Substituted Epichlorohydrins and Regioselective Preparation of Allyl Alcohols using Chloro or Idomethyllithium
Concellon, Jose M.,Llavona, Lujan,Bernad, Pablo L. Jr.
, p. 5573 - 5584 (2007/10/02)
Substituted epichlorohydrins 3 or 6 are obtained α-bromo or α-chlorocarbonyl compounds (1 or 4) and chloro or iodomethyllithium, respectively.Starting from α-bromocarbonyl compounds 1 or acyclic α-chloro ketones the reaction takes place with total diastereoselectivity.Treatment of epichlorohydrins 3 or 6 with lithium iodide affords the same substituted allyl alcohols 7 in a regioselective manner.A mechanism to explain this transformation is proposed.Regioisomeric allyl alcohols 11 are prepared by reaction of epichlorohydrins 6 with lithium powder.
Enantioselective Total Synthesis of Doliculide, a Potent Cytotoxic Cyclodepsipeptide of Marine Origin and Structure-Cytotoxicity Relationships of Synthetic Doliculide Congeners
Ishiwata, Hiroyuki,Sone, Hiroki,Kigoshi, Hideo,Yamada, Kiyoyuki
, p. 12853 - 12882 (2007/10/02)
The total synthesis of doliculide (1), a potent cytotoxic cyclodepsipeptide from the Japanese sea hare Dolabella auricularia, has been achieved.The key step of the synthesis is the construction of the sereogenic centers of a 15-carbon polyketide-derived d
Directive and Shielding Effects of the Trimethylsilyl Group. Unprecedented β-Selectivity in the Reaction of α,β-Epoxyalkylsilanes with Hindered α-Sulphonyl Anions
Jankowski, Pawel,Marczak, Stanislaw,Masnyk, Marek,Wicha, Jerzy
, p. 297 - 298 (2007/10/02)
Anions generated from hindered primary and secondary alkyl phenyl sulphones react with trimethylsilyloxirane to yield a mixture of products of addition in α- and β-positions or exclusively the product of addition in the β-position.
