117657-40-6Relevant academic research and scientific papers
INHIBITOR COMPOUNDS FOR MALE CONTRACEPTION
-
Page/Page column 109, (2020/07/07)
Pyrazole compounds and piperazine compounds that are inhibitors of ALDH1A1 and ALDH1A2 and methods for using the pyrazole compounds and piperazine compounds in male contraceptive compositions for preventing spermatogenesis.
Asymmetric Total Synthesis of (+)-Ryanodol and (+)-Ryanodine
Masuda, Kengo,Koshimizu, Masaki,Nagatomo, Masanori,Inoue, Masayuki
supporting information, p. 230 - 236 (2016/01/25)
(+)-Ryanodine (1) is the ester derivative of 1H-pyrrole-2-carboxylic acid and the complex terpenoid (+)-ryanodol (2), which possesses eleven contiguous stereogenic centers on the ABCDE-ring system. Compound 1 is known to be a potent modulator of intracellular calcium release channels, whereas the activity of 2 is significantly weaker. To chemically construct 1, the multiple oxygen functional groups must be installed on the fused pentacycle in stereoselective fashions and the extremely hindered C3-hydroxy group must be acylated in a site-selective manner. First, the total synthesis of 2 was accomplished by introducing the five stereocenters from the previously prepared enantiopure ABDE-ring 7. Stereoselective construction of the C3-secondary, C2- and C6-tertiary alcohols was achieved by three nucleophilic reactions. The C9- and C10-trisubstituted carbon centers were regio- and stereoselectively introduced by hydroboration/oxidation of the six-membered C-ring, which was formed by the ring-closing metathesis reaction. Direct esterification of the C3-alcohol with pyrrole-2-carboxylic acid proved unsuccessful; therefore, we developed a new, two-step protocol for attachment of the pyrrole moiety. The C3-hydroxy group was first converted into the less sterically cumbersome glycine ester, which was then transformed into the pyrrole ring through condensation with 1,3-bis(dimethylamino)allylium tetrafluoroborate. This procedure resulted in the first total synthesis of 1.
BRANIMYCIN DERIVATIVES AND THEIR USE FOR THE TREATMENT OF BACTERIAL INFECTIOUS DISEASES
-
Paragraph 00130, (2015/03/16)
A compound is disclosed that has a formula represented by Formula (I). The novel compound of the invention may be prepared as a pharmaceutical composition, and may be useful in the treatment of infectious diseases, in particular bacterial infectious disea
BRANIMYCIN DERIVATIVES AND THEIR USE FOR THE TREATMENT OF BACTERIAL INFECTIOUS DISEASES
-
Paragraph 00179, (2015/03/16)
Compounds are disclosed that have a formula represented by Formula (I) wherein A, B, R1, R2 and R3 are as defined herein. Novel compounds of the invention may be prepared as a pharmaceutical composition, and may be useful in the treatment of infectious diseases, in particular bacterial infectious diseases. The compounds may be active against a specific enzyme in the bacterial DNA replicative process, DNA polymerase IIIE.
CONVENIENT SYNTHETIC EQUIVALENTS OF 2-LITHIOPYRROLE AND 2,5-DILITHIOPYRROLE.
Chen, Wha,Cava, Michael P.
, p. 6025 - 6026 (2007/10/02)
Bromination of pyrrole by 1,3-dibromo-5,5-dimethylhydantoin, followed by direct reaction with BOC anhydride and DMAP, affords the stable N-BOC derivatives of 2-bromopyrrole and 2,5-dibromopyrrole.Lithium-halogen exchange of the latter with n-butyllithium generates the N-BOC derivatives of 2-lithiopyrrole, 2,5-dilithiopyrrole or 5-bromo-2-lithiopyrrole,which react with various electrophiles to give substituted N-BOC pyrroles in excellent yield.
