89077-07-6Relevant academic research and scientific papers
Unraveling the C2-Symmetric Azatetraquinane System. Simple, Enantioselective Syntheses
Reddy, G. Sudhakar,Reddy, D. Srinivas,Corey
supporting information, p. 2258 - 2262 (2021/04/05)
Concise stereocontrolled synthetic routes to the C2-symmetric azatetraquinane 1 (or, also, the enantiomer) are described. The successful execution of the synthesis involved innovation in the methodology for [3+2] cycloaddition and stereochemical control.
Telaprevir intermediate preparation method
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, (2017/07/14)
The invention relates to a preparation method of cyclopentane [c] pyrrole compound (formula I), and the method comprises following steps: taking 3-diaza-bicyclo [3.3.0] octane as the raw material, and then subjecting the raw material to cyanation, hydrolysis and esterification reactions so as to obtain the target product. The preparation method has the advantages of simple and easy operation, high yield, high product purity, and suitability for industrial production.
An Improved and Enantioselective Preparation of the Telaprevir Bicyclic [3.3.0] Proline Intermediate and Reuse of Unwanted Enantiomer
Liu, Lin-Wei,Wang, Fei-Ying,Tian, Fang,Peng, Lin,Wang, Li-Xin
, p. 320 - 324 (2016/03/04)
An improved, concise, and efficient preparation of the telaprevir bicyclic [3.3.0] proline intermediate is presented. The key steps, control points, and the whole process are optimized. The synthesis of racemic intermediate was accomplished in five steps
A process for the preparation of intermediates telaprevir
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Paragraph 0052-0053, (2017/03/14)
The invention provides a telaprevir intermediate preparation method. The telaprevir intermediate preparation method comprises the following steps: (1) synthesizing (3aR, 6aS)-1,3a,4,5,6,6a-hexahydrocyclopentapyrrol; (2) synthesizing (3aR, 6aS)-octahydrocyclopentapyrrol-1-sodium sulfate; (3) synthesizing (3aR, 6aS)- octahydrocyclopentapyrrol-1-cyanogen; (4) synthesizing (3aR, 6aS)- octahydrocyclopentapyrrol-1-carboxylic acid; (5) synthesizing (3aR, 6aS)-2-Boc octahydrocyclopentapyrrol-1-carboxylic acid; (6) synthesizing (1s, 3aR, 6aS)-2-Boc octahydrocyclopentapyrrol-1-carboxylic acid; (7) synthesizing (1s, 3aR, 6aS)-2-Boc octahydrocyclopentapyrrol-1-carboxylic acid ethyl ester salt. The telaprevir intermediate preparation method is reasonable in process, low in cost and simple and convenient to operate, reagents are inexpensive and easy to obtain, and the control on reaction is easy.
PROCESS FOR PRODUCING ESTER COMPOUND
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, (2014/04/17)
Compound (1) or a salt that is useful as an intermediate for the production of a medicine, an agrochemical or the like can be produced by a process including the following steps: (A) reacting an aldehyde (2) with nitromethane to produce a nitroaldehyde; (B) reacting the nitroaldehyde with an alcohol to produce a nitroacetal; (C) reducing the nitroacetal to produce an aminoacetal; (D) protecting an amino group in the aminoacetal to produce a protected aminoacetal; (E) treating the protected aminoacetal with an acid and subsequently with a base and then reacting the resultant product with a cyanating agent to produce a nitrile; (F) hydrolyzing the nitrile to produce a protected amino acid; and (G) substituting a group R5 in the protected amino acid by a hydrogen atom and protecting a carboxyl group therein.
Enantioselective biocatalytic oxidative desymmetrization of substituted pyrrolidines
Koehler, Valentin,Bailey, Kevin R.,Znabet, Anass,Raftery, James,Helliwell, Madeleine,Turner, Nicholas J.
supporting information; experimental part, p. 2182 - 2184 (2010/06/18)
"Chemical Equation Presented" Center stage: Additions of nitrogen-centered radicals to cyanamide compounds provided the first radical synthesis of aromatic polycyclic guanidine derivatives (see scheme). Modular assembly of the substrates allows for a rapid increase of the molecular complexity of scaffolds, which have potential applications for medicinal chemistry.
Process for the preparation of monocyclic, bicyclic and tricyclic aminoacids
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, (2008/06/13)
The invention relates to a process for the preparation of compounds of the formula I STR1 in which R represents hydrogen, alkyl or aralkyl, and R1 to R6 denote identical or different radicals hydrogen, alkyl, cycloalkyl, cycloalkylalkyl, cycloalkenylalkyl, aralkyl or aryl, both being monosubstituted, disubstituted or trisubstituted in the aryl moiety by alkyl, alkoxy, hydroxyl, halogen, nitro, methylenedioxy and/or cyano, or in which two of the radicals R1 to R6, together with the carbon atom(s) bearing them form a monocyclic or bicyclic ring system, and the remaining radicals are hydrogen, which process comprises converting, with an oxidizing agent in the presence of a silver salt, a pyrrolidine derivative of the formula II into a Δ1 -pyrroline derivative of the formula III, reacting the latter with hydrogen cyanide or a metal cyanide to form a nitrile of the formula IV, and subjecting the latter to solvolysis with a compound of the formula ROH.
