- Bis-morpholinophosphorylchloride, a novel reagent for the conversion of primary amides into nitriles
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Bis-morpholinophosphorylchloride (Bmpc), in the presence of a base, is an efficient dehydrating agent for both aromatic and aliphatic primary amides, and gives corresponding nitriles under mild conditions in god yields and purity. During the reaction the enantiomeric integrity remains intact.
- Rao, P. Purnachandra,Nowshuddin, Shaik,Jha, Anjali,Rao, B. Leela Maheswara,Divi, Murali K.,Rao
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supporting information
(2021/01/21)
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- Preparation method of 1-cyanocyclohexyl acetonitrile
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The invention provides a method for preparing 1-cyanocyclohexyl acetonitrile by a 'one-pot method', which mainly comprises the following steps: reacting cyclohexanone with alkyl cyanoacetate in the presence of weak base salt and optional acid in a proper organic solvent; after the reaction is completed, adding cyanide, water and a phase transfer catalyst into the reaction system without treatment,and continuing the reaction to obtain 1-cyanocyclohexyl acetonitrile. According to the 1-cyanocyclohexyl acetonitrile obtained by the method, the purity and yield of the product are greatly improved,and the method is low in production cost, simple to operate and suitable for industrial production.
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Paragraph 0042; 0044; 0048; 0050-0051; 0053
(2020/07/08)
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- A PROCESS FOR THE PREPARATION OF GABAPENTIN
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The present invention provides an improved process for the preparation of a compound of formula (I),
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- Nitrilase-catalyzed selective hydrolysis of dinitriles and green access to the cyanocarboxylic acids of pharmaceutical importance
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To further explore its synthetic applications, the nitrilase bll6402 from Bradyrhizobium japonicum strain USDA110 has been examined toward the hydrolysis of various dinitriles. It has been found that nitrilase bll6402 effectively hydrolyzed α,ω-dinitriles to ω-cyanocarboxylic acids, and the selectivity was independent of the substrate chain length. This feature is distinct from all the known nitrilases of various sources. Nitrilase bll6402 was thus applied to the synthesis of 1-cyanocycloalkaneacetic acids, the useful precursors for the synthesis of gabapentin and its analogues.
- Zhu, Dunming,Mukherjee, Chandrani,Biehl, Edward R.,Hua, Ling
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p. 1667 - 1670
(2008/02/11)
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- Carboxylate bioisosteres of gabapentin
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A series of carboxylate bioisosteres of structures related to gabapentin 1 have been prepared. When the carboxylate was replaced by a tetrazole, this group was recognized by the α2-δ protein. Further characterization of α2-δ binding compounds 14a and 14b revealed a similar pattern of functional in vitro and in vivo activity to gabapentin 1.
- Burgos-Lepley, Carmen E.,Thompson, Lisa R.,Kneen, Clare O.,Osborne, Simon A.,Bryans, Justin S.,Capiris, Thomas,Suman-Chauhan, Nirmala,Dooley, David J.,Donovan, Cindy M.,Field, Mark J.,Vartanian, Mark G.,Kinsora, Jack J.,Lotarski, Susan M.,El-Kattan, Ayman,Walters, Karen,Cherukury, Madhu,Taylor, Charles P.,Wustrow, David J.,Schwarz, Jacob B.
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p. 2333 - 2336
(2007/10/03)
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- Composes heterocycliques spiranniques. V. Synthese et etude configurationnelle dans la serie de l'oxa-2 spirodecane
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The 8-t-butyl-2-oxaspirodecan-3-one, 8-t-butyl-2-oxaspirodecane and its 3-methylated derivatives were synthesized by different routes starting from methyl 4-t-butylcyclohexanecarboxylate, 4-t-butylmethylenecyclohexane and methyl 4-t-butylcyclohexylidenecyanoacetate.The cis (-CH2O axial) and trans (-CH2O equatorial) isomers were isolated by preparative HPLC ; their configurations were established from (1) the known stereoselectivity of the reaction involved in the cis/trans ratio controlling step (2) their proton and 13C nmr spectra.
- Picard, Philippe,Moulines, Jean,Lecoustre, Max
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