14368-31-1Relevant articles and documents
Rozhkov et al.
, (1973)
Conversion of 3,3,3-Trisubstituted Prop-1-ynes with tert-Butylhydrazine into 3,3,3-Trisubstituted Propionitriles Catalyzed by TpRh(C2H4)2/P(2-furyl)3
Fukumoto, Yoshiya,Tamura, Yuto,Iyori, Yasuaki,Chatani, Naoto
, p. 3161 - 3167 (2016/05/19)
The combination of TpRh(C2H4)2 (Tp = tris(pyrazol-1-yl)borate) and P(2-furyl)3 catalyzes the reaction of tertiary alkyl-substituted alkynes with tert-butylhydrazine, leading to the formation of 3,3,3-trisubstituted propionitrile derivatives. This reaction system is applicable to 1,1-disubstituted propargyl alcohols and amines to afford the corresponding β-cyanohydrins and β-amino nitriles, respectively. The catalytic cycle involves the formation of a vinylidenerhodium complex as a key intermediate.
Nucleophilic addition of α-(dimethylsilyl)nitriles to aldehydes and ketones
Jinzaki, Takaaki,Arakawa, Mitsuru,Kinoshita, Hidenori,Ichikawa, Junji,Miura, Katsukiyo
supporting information, p. 3750 - 3753 (2013/08/23)
α-Alkylated (dimethylsilyl)acetonitriles (Me2HSiCR 3R4CN) react spontaneously with aldehydes in DMSO to give β-hydroxynitriles in good to high yields. The addition to ketones is effectively promoted by using MgCl2/su
Structure-based design and synthesis of 1,3-oxazinan-2-one inhibitors of 11β-hydroxysteroid dehydrogenase type 1
Xu, Zhenrong,Tice, Colin M.,Zhao, Wei,Cacatian, Salvacion,Ye, Yuan-Jie,Singh, Suresh B.,Lindblom, Peter,McKeever, Brian M.,Krosky, Paula M.,Kruk, Barbara A.,Berbaum, Jennifer,Harrison, Richard K.,Johnson, Judith A.,Bukhtiyarov, Yuri,Panemangalore, Reshma,Scott, Boyd B.,Zhao, Yi,Bruno, Joseph G.,Togias, Jennifer,Guo, Joan,Guo, Rong,Carroll, Patrick J.,McGeehan, Gerard M.,Zhuang, Linghang,He, Wei,Claremon, David A.
supporting information; experimental part, p. 6050 - 6062 (2011/10/31)
Structure based design led directly to 1,3-oxazinan-2-one 9a with an IC50 of 42 nM against 11β-HSD1 in vitro. Optimization of 9a for improved in vitro enzymatic and cellular potency afforded 25f with IC 50 values of 0.8 nM for the enzyme and 2.5 nM in adipocytes. In addition, 25f has 94% oral bioavailability in rat and >1000× selectivity over 11β-HSD2. In mice, 25f was distributed to the target tissues, liver, and adipose, and in cynomolgus monkeys a 10 mg/kg oral dose reduced cortisol production by 85% following a cortisone challenge.
