- Convenient synthesis of (R)-3-[(tert -Butoxycarbonyl)amino]piperidine and (R)-3-[(tert -Butoxycarbonyl)amino]azepane
-
(R)-3-[(tert -Butoxycarbonyl)amino]piperidine and (R)-3-[(tert -butoxycarbonyl)amino]azepane were prepared in two steps starting from d -ornithine and d -lysine, respectively. In the key step, N -Boc-protected 3-aminolactams were converted into imido esters by O-alkylation and then hydrogenated to amines, under mild conditions (5 bar H 2, room temperature) and without isolation, over a standard hydrogenation catalyst (5% Pt/C).
- Kadyrov, Renat,Tok, Oleg L.
-
p. 3573 - 3577
(2021/07/25)
-
- Its use as an inhibitor and JAK and SYK deriv. pyrroropyrazine
-
The present invention relates to the use of novel pyrrolopyrazine derivatives of Formula I, wherein the variables Q, R2, R3, and Y are defined as described herein, which inhibit JAK and SYK and are useful for the treatment of auto-immune and inflammatory diseases.
- -
-
Paragraph 0199-0201
(2016/11/07)
-
- Heterocyclic substituted aminoazacycles useful as central nervous system agents
-
Heterocyclic substituted aminoazacyclic compounds of the formula (I):Z-R3, wherein Z is a defined aminoazacycle and R3 is a defined heterocycle moiety, pharmaceutical compositions of these compounds, and use of said compositions to control synaptic transmission in mammals.
- -
-
-
- Study on fungitoxic 3-amino-2-piperidinone-containing lipids: Revised structure of cepaciamide A and structural determination of its closely related lipid, cepaciamide B
-
The structure of cepaciamide A was revised to be (3R,3'S,2'S,11'S,12'R)- 3-[3'-(2'hydroxy-11', 12'-methylencoetadecanoyloxy)hexadecamido]-2- piperidinone with respect to the absolute configuration of the C3- and C2- positions and the position of the cyclopropane ring by using synthetic methods. The structure of cepaciamide B was also determined to be (3R,3'S,2'S, 11'Z)'3'[3'(2'-hydroxy-11-octadecenoyloxy)hexadecamido]-2- piperidinone.
- Toshima, Hiroaki,Maru, Kazuko,Jiao, Ying,Yoshihara, Teruhiko,Ichihara, Akitami
-
p. 935 - 938
(2007/10/03)
-
- Total syntheses of cepaciamides A and B, novel fungitoxic 3-amino-2- piperidinone-containing lipids produced by Pseudomonas cepacia D-202
-
Total syntheses of cepaciamides A and B were accomplished. (R)-3-Amino- 2-piperidinone was obtained via cyclization of (R)-ornithine. The common amide-linked fatty acid was synthesized via Sharpless AD as the key step. Amide-formation was achieved with DEPC. In the preparation of two fatty acid segments, (S)-malic acid was used as the chiral source to introduce (2S)- configuration. A known chiral cyclopropane derivative was introduced in the segment of cepaciamide A. The formation of (Z)-olefin in the segment of cepaciamide B was achieved by means of partial reduction of the acetylenic bond. Esterification between the fatty acid-segments and the amide-segment with DCC/DMAP and subsequent oxidative deprotection of the MPM group with CAN gave cepaciamides.
- Toshima, Hiroaki,Maru, Kazuko,Saito, Masatoshi,Ichihara, Akitami
-
p. 5793 - 5808
(2007/10/03)
-