40222-71-7Relevant academic research and scientific papers
Desymmetric hydrogenation of a meso-cyclic acid anhydride toward biotin synthesis
Yoshimura, Masahiro,Tsuda, Kazuomi,Nakatsuka, Hiroshi,Yamamura, Tomoya,Kitamura, Masato
, p. 10006 - 10010 (2011)
Catalytic reactivity in the hydrogenation of a cyclic anhydride to a biotin synthetic intermediate has been investigated on the basis of Lyons' original method using Wilkinson Ru complex, revealing the high performance of DPPF and XANTPHOS diphosphines possessing wide bite angles. The results have shown a new trail for design of the corresponding asymmetric catalysts, and the potential utility of (S,S)-Et-FerroTANE and (S,S)-(R,R)-Ph-TRAP has been demonstrated.
Synthesis method of biotin intermediate
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, (2018/04/03)
The invention discloses a synthesis method of a biotin intermediate. The existing cyclic anhydride monoester compound is subjected to diastereomeric selective resolution by using a chiral resolving agent. The existing chiral resolving agent has the problems of high cost and low recovery reuse rate. According to the method provided by the invention, naphthenic acid is used as an initial raw material; the naphthenic acid is subjected to cyclization dewatering to prepare annular racemization carboxylic acid anhydride; reduction is performed to obtain racemization d,1-lactone; then, D-amino-compounds are used for resolution, so that a chiral product (4S,5R)-monoamide is separated out in a precipitate form; finally, acidolysis preparation is performed to obtain a biotin intermediate (3aS, 6aR)-lactone. The economic cheap and easy-to-recover and reuse D-amino-compounds are used as the preferred resolving agent; the reaction is simple; the post treatment is convenient; the cost is low; the pollution is little; all waste leftovers can be converted into the initial raw materials of naphthenic acid through oxidization; the goal of green, environment-friendly, economic and regenerated circulation reuse can be really achieved.
Method for synthesis of optically active thiolactones
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, (2008/06/13)
A new method for the production of intermediates in the synthesis of an optically active biotin, which comprises reacting a dicarboxylic acid of the formula: SPC1 Or its reactive derivative with an optically active primary amine, reducing the resulting tr
