An economic and practical method for preparing enantiomerically pure [1,1′‐binaphthalene]‐2,2′‐diols is reported. Thus, a condensate of threo‐(1S,2S)‐2‐amino‐1‐(4‐nitrophenyl)propane‐1,3‐diol and cyclohexanone (CHANP) was used as a resolving agent. A 2 : 1 : 1 mixture of racemic [1,1′‐binaphthalene]‐2,2′‐diol, boric acid, and CHANP was refluxed for several hours in THF or MeCN to give a white precipitate of bis{(R)‐[1,1′‐binaphthalene]‐2,2′‐diol}boric acid CHANP derivative, from the precipitate, and a filtrate separated from the precipitate, (R)‐ and (S)‐[1,1′‐binaphthalene]‐2,2′‐diol of 100% ee were obtained in ca. 65% yield, respectively.

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A potent 5-HT4 partial agonist, 1 (PF-04995274), targeted for the treatment of Alzheimer’s disease and cognitive impairment, has been prepared on a multi-kilogram scale. The initial synthetic route, that proceeded through a 4-substituted 3-hydroxybenzisoxazole core, gave an undesired benzoxazolinone through a Lossen-type rearrangement. Route scouting led to two new robust routes to the desired 4-substituted core. Process development led to the efficient assembly of the API on a pilot plant scale under process-friendly conditions with enhanced throughput. In addition, crystallization of a hemicitrate salt of the API with pharmaceutically beneficial properties was developed to enable progression of clinical studies.

In this research, the complete mitochondrial genome (mitogenome) of Phthorimaea operculella was sequenced and annotated. The mitogenome of P. operculella is 15,269 bp in length and contains 13 protein-coding genes (PCGs), 22 transfer RNA (tRNA) genes, 2 ribosome RNA (12s and 16srRNA) genes and 1 control region. In addition, we used Endoclita signifier as the outgroup to analyze phylogenetic relationship, and the phylogenetic tree showed the sister relationship between P. operculella and Tuta absoluta.