- ARGININE METHYLTRANSFERASE INHIBITORS AND USES THEREOF
-
Described herein are compounds of Formula (I), pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof. Compounds described herein are useful for inhibiting arginine methyltransferase activity. Methods of using the compounds for treating arginine methyltransferase-mediated disorders are also described.
- -
-
Paragraph 00394
(2014/10/04)
-
- Formaldehyde SAMP-hydrazone as a neutral chiral formyl anion and cyanide equivalent: Asymmetric Michael additions to nitroalkenes
-
The enantioselective synthesis of α-substituted β-nitro nitriles 4 and β-nitroaldehydes 5 by Michael addition of formaldehyde SAMP-hydrazone 1 to nitroalkenes 2 in excellent overall yields and high enantiomeric excesses(ee = 90- > 99%) is described. Compound 1 constitutes a neutral chiral formyl anion and cyanide equivalent. The absolute configuration was determined by X-ray structure analysis of the crystalline SAMP-hydrazone 1,4-adduct 3e.
- Enders, Dieter,Syrig, Ralf,Raabe, Gerhard,Fernández, Rosario,Gasch, Consolación,Lassaletta, José-María,Llera, José-Manuel
-
-
- ASYMMETRIC SYNTHESES VIA METALATED CHIRAL HYDRAZONESOVERALL ENANTIOSELECTIVE α-ALKYLATION OF ACYCLIC KETONES
-
A general method is described, which allows the overall enantioselective α-alkylation of acyclic ketones in good overall yields (44-86percent, 4 steps) and enantioselectivities ranging routinely from >94percent ee up to virtually complete asymmetric induction (99.5percent ee).The acyclic ketones are transformed to their corresponding "SAMP-hydrazones" (S)-2 by reaction with the enantiomerically pure hydrazine (S)-1-amino-2-methoxymethyl-pyrrolidine , readily available from (S)-proline.Metalation to form chiral azaenolates (S)-3 of ECCZCN-configuration and then alkylation to product hydrazones 4, followed by hydrazone cleavage via acidic hydrolysis of methiodides 9 in a two phase system or ozonolysis, leads to α-substituted, enantiomerically enriched, acyclic ketones 5.In special cases, where a phenyl group is directly attached to the newly generated center of chirality (5n,o,p), only low enantiomeric excesses are observed. 17 Examples, including first applications in natural product synthesis (cf 5a,b,e, and h) are summarized.
- Enders, D.,Eichenauer, H.,Baus, U.,Schubert, H.,Kremer, K. A. M.
-
p. 1345 - 1359
(2007/10/02)
-