35909-93-4Relevant academic research and scientific papers
Enzymatic Synthesis and Stereocomplex Formation of Chiral Polyester Containing Long-Chain Aliphatic Alcohol Backbone
Xia, Bo,Zhang, Yu,Zhu, Qiaoyan,Lin, Xianfu,Wu, Qi
, p. 3584 - 3591 (2019)
Herein we demonstrated a novel lipase-catalyzed synthesis of isotactic D-/L-poly(aspartate-octanediol) ester containing long chain alcohols backbone and discovered their stereocomplex feature with an increased Tm for the first time. Simple desi
Substrate Engineering in Lipase-Catalyzed Selective Polymerization of d -/ l -Aspartates and Diols to Prepare Helical Chiral Polyester
Zhang, Yu,Xia, Bo,Li, Yanyan,Lin, Xianfu,Wu, Qi
, p. 918 - 926 (2021/02/01)
The synthesis of optically pure polymers is one of the most challenging tasks in polymer chemistry. Herein, Novozym 435 (Lipase B from Candida antarctica, immobilized on Lewatit VP OC 1600)-catalyzed polycondensation between d-/l-aspartic acid (Asp) diester and diols for the preparation of helical chiral polyesters was reported. Compared with d-Asp diesters, the fast-reacting l-Asp diesters easily reacted with diols to provide a series of chiral polyesters containing N-substitutional l-Asp repeating units. Besides amino acid configuration, N-substituent side chains and the chain length of diols were also investigated and optimized. It was found that bulky acyl N-substitutional groups like N-Boc and N-Cbz were more favorable for this polymerization than small ones probably due to competitively binding of these small acyl groups into the active site of Novozym 435. The highest molecular weight can reach up to 39.5 × 103 g/mol (Mw, D = 1.64). Moreover, the slow-reacting d-Asp diesters were also successfully polymerized by modifying the substrate structure to create a "nonchiral"condensation environment artificially. These enantiocomplementary chiral polyesters are thermally stable and have specific helical structures, which was confirmed by circular dichroism (CD) spectra, scanning electron microscope (SEM), and molecular calculation.
Silyl Group-Directed 6-exo-dig Iodocyclization of Homopropargylic Carbamates and Amides
Okitsu, Takashi,Nakahigashi, Hikaru,Sugihara, Ryosuke,Fukuda, Ikki,Tsuji, Saki,In, Yasuko,Wada, Akimori
, p. 18638 - 18642 (2018/12/04)
Iodocyclization of silyl group-substituted homopropargylic carbamates and amides proceeded via 6-exo-dig mode to afford 6-vinylene-4,5-dihydro-1,3-oxazines in moderate to quantitative yields. This is the first report for silyl group-solely directed iodocy
Economical synthesis of tert-butyl (S)-3-aminopyrrolidine-1-carboxylate from L-aspartic acid
Han, Zhi-Jian,Li, Yang-Bing,Gu, Bao-Hong,Li, Yu-Min,Chen, Hao
, p. 2452 - 2456 (2018/10/20)
3-Aminopyrrolidine building block was used as the intermediate for many pharmaceutically active substances. Starting from L-aspartic acid, optically active (S)-tert-butyl-3-aminopyrrolidine-1-carboxylate was synthesized, and the reaction conditions were optimized in each step. The procedure of each step was discussed in detail and could be useful for the industrial preparation. This process was featured by readily available starting material, mild reaction conditions, easy work-up, and economy.
A direct route to 2,2,5-trisubstituted pyrrolidines of relevance to kaitocephalin
Chandan, Nandkishkor,Moloney, Mark G.
, p. 1987 - 1990 (2013/04/10)
2,2,5-Trisubstituted pyrrolidines of relevance to the core of kaitocephalin are readily available by an oxime ring closure using substrates derived from aspartic acid.
Efficient and selective cleavage of the t-butoxycarbonyl group from di-t-butylimidodicarbonate using catalytic bismuth(III) bromide in acetonitrile
Zheng, Jianlong,Yin, Biaolin,Huang, Wenming,Li, Xiaopeng,Yao, Hequan,Liu, Zhaogui,Zhang, Jiancun,Jiang, Sheng
scheme or table, p. 5094 - 5097 (2009/12/01)
Di-t-butylimidodicarbonates can be chemoselectively and efficiently deprotected to the corresponding mono-BOC-protected amines in high yields using a catalytic amount of bismuth(III) bromide in acetonitrile at room temperature. This method is mild and compatible with the presence of a wide range of functional and other protecting groups in the substrates, such as TBDMS, MOM and mono-BOC or Cbz-protected amines, etc. The method has advantages of ease of operation and use of nontoxic and inexpensive catalyst.
CERTAIN CHEMICAL ENTITIES, COMPOSITIONS, AND METHODS
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Page/Page column 56, (2010/11/27)
Compounds useful for treating cellular proliferative diseases and disorders by modulating the activity of one or more mitotic kinesins are disclosed.
Regioselective opening of N-Cbz glutamic and aspartic anhydrides with carbon nucleophiles
Deguest, Geoffrey,Bischoff, Laurent,Fruit, Corinne,Marsais, Francis
, p. 2120 - 2125 (2007/10/03)
Depending on the experimental conditions, aspartic and glutamic anhydrides can be opened regioselectively with Grignard reagents, thus giving access to different isomers of chiral amino-ketoesters.
CERTAIN CHEMICAL ENTITIES, COMPOSITIONS, AND METHODS
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Page/Page column 268-270, (2008/06/13)
Compounds useful for treating cellular proliferative diseases and disorders by modulating the activity of one or more mitotic kinesins are disclosed.
Radical cyanocarbonylation using alkyl allyl sulfone precursors
Kim, Sangmo,Cho, Chang Ho,Kim, Sunggak,Uenoyama, Yoshitaka,Ryu, Ilhyong
, p. 3160 - 3162 (2007/10/03)
Acyl cyanides have been prepared by the three-component coupling reactions comprised of alkyl allyl sulfones, carbon monoxide, and p-tolylsulfonyl cyanide under tin-free radical reaction conditions. Georg Thieme Verlag Stuttgart.
