1743-60-8Relevant articles and documents
17-Beta-oestradiol 17-methyl ether.
Coombs,Roderick
, p. 841 - 844 (1965)
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Pataki,J.
, p. 4053 - 4064 (1973)
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Preparation of some estriol esters.
TSUNEDA,YAMADA,YASUDA,MORI
, p. 510 - 514 (1963)
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Samarium(II) dibromide-promoted selective deprotection of a benzoyl protective group
Yokoyama, Yasuo,Oyamada, Shun,Suzuki, Junya,Maruyama, Shou,Sakusabe, Takahiro,Suzuki, Shoko
supporting information, p. 1025 - 1032 (2018/03/23)
The selective deprotection of a benzoyl group was very important methodology in the field of organic synthesis. Various methods for debenzoylation were investigated and developed in the past six decades, but more useful and selective strategies are now being strongly desired. In response to this strong demand, we developed the novel and selective deprotection of a benzoyl group by use of samarium(II) dibromide and a proton source. This deprotective reaction proceeded smoothly and the desired compound was obtained in good to excellent yields. In this paper, we will report the details of this deprotective reaction.
Improved and scalable synthetic route to the synthon 17-β-(2- Carboxyethyl)-1,3,5(10)-estratriene: An important intermediate in the synthesis of bone-targeting estrogens
Nasim, Shama,Vartak, Ashish P.,Pierce, William M.,Grant Taylor,Crooks, Peter A.
, p. 772 - 781 (2011/03/20)
An improved, highly scalable methodology for the multigram-scale preparation of an important synthon, 17-β-(2-carboxyethyl)-1,3,5(10)- estratriene, is described. Previous approaches have failed to provide useful quantities of the analytically pure product because of facile retro-Michael breakdown of the-alkoxy carbonyl precursors during workup and isolation operations. The synthetic approach described herein has been designed specifically to sidestep this problematic breakdown process. This new scalable method of preparation overcomes a major hurdle in the exploration of structure-activity relationships centered around novel estradiol derivatives with bone-targeting properties and also provides a scalable process for subsequent developmental work.
