88729-00-4Relevant articles and documents
Bombyx uterol ester (((R)-(-)-3-2- R) and its derivatives) and synthetic method thereof (by machine translation)
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Paragraph 0082-0085, (2019/11/29)
The invention discloses a synthetic method of ((R)- (-) - 3 - rhodanshi ester (R)-2-methyl) propionate (methyl propionate) and a derivative thereof. To the synthetic method disclosed by the (S)- 4 - invention, as a raw material, a series of reactions such as acylation, substitution, hydrolysis, esterification, hydrogenation and ((R)- (-) - 3 - the like are synthesized to synthesize the Rogoligoligoligoligosl)-methyl propionate and derivatives thereof. The synthesis method is equally applicable to the synthesis of its enantiomers and derivatives thereof. The method has the advantages of short reaction time, high yield, good chiral selectivity, suitability for industrial production and the like. The invention relates to a roshi ester and a derivative structure thereof. . (by machine translation)
Practical TEMPO-mediated oxidation of alcohols using different polymer-bound co-oxidants
Kloth, Katrin,Bruenjes, Marco,Kunst, Eike,Joege, Thomas,Gallier, Florian,Adibekian, Alexander,Kirschning, Andreas
, p. 1423 - 1434 (2007/10/03)
Hypochlorite and chlorite exchange resins are evaluated as co-oxidants or oxidants, respectively, for the oxidation of alcohols to the corresponding aldehydes, ketones or carboxylic acids. Polymer-bound hypochlorite can act as a co-oxidant in TEMPO-mediated oxidations of alcohols. The formation of aldehydes only works under weakly acidic conditions. However, the cheap hypochlorite exchange resin is less efficient as co-oxidant compared to the use of ionically immobilised bisacetoxybromate(I) anions. In contrast, the chlorite exchange resin is a highly potent co-oxidant for the preparation of carboxylic acids from the corresponding primary alcohols in the presence of TEMPO. It is demonstrated that in this case also the resin acts as a polymer-bound co-oxidant for both oxidation steps. Yields are commonly excellent as is also demonstrated for examples taken from natural product synthesis which include acid labile glycosides. In most cases, work-up of this heavy metal-free oxidation is kept to a minimum. It often includes filtration followed by removal of the solvent.
A novel and efficient synthesis of a highly active analogue of clasto-lactacystin β-lactone
Soucy, Francois,Grenier, Louis,Behnke, Mark L.,Destree, Antonia T.,McCormack, Teresa A.,Adams, Julian,Plamondon, Louis
, p. 9967 - 9976 (2007/10/03)
Herein, we describe a new convergent synthesis of a more potent analogue of clasto-lactacystin β-lactone (2), PS-519 compound 4, which is currently in preclinical development for the treatment of ischemia-reperfusion injury in stroke and myocardial infarction. The synthetic strategy relies on building two intermediates (an oxazoline and an aldehyde) which are joined through a doubly diastereoselective aldol reaction, setting up the requisite unichiral centers in the final product (4). The facial selectivity and ultimate stereocontrol are achieved by employing a trivalent aluminum Lewis acid, Me2AlCl, in a chelation-induced reaction which yields a single aldol adduct. The efficiency of the synthetic approach has allowed for the preparation of multigram quantities of clinical grade material, which will support Phase I studies.
