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作为通用中间体的α-氨基醛的溶液相自动化合成。

Solution-phase automated synthesis of an α-amino aldehyde as a versatile intermediate.

作者信息

Masui Hisashi, Yosugi Sae, Fuse Shinichiro, Takahashi Takashi

机构信息

Yokohama University of Pharmacy, 601 Matano-cho, Totsuka-ku, Yokohama 245-0066, Japan.

Laboratory for Chemistry and Life Science, Institute of Innovative Research, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama 226-8503, Japan.

出版信息

Beilstein J Org Chem. 2017 Jan 17;13:106-110. doi: 10.3762/bjoc.13.13. eCollection 2017.

Abstract

A solution-phase automated synthesis of the versatile synthetic intermediate, Garner's aldehyde, was demonstrated. -Butoxycarbonyl (Boc) protection, acetal formation, and reduction of the ester to the corresponding aldehyde were performed utilizing our originally developed automated synthesizer, ChemKonzert. The developed procedure was also useful for the synthesis of Garner's aldehyde analogues possessing fluorenylmethyloxycarbonyl (Fmoc) or benzyloxycarbonyl (Cbz) protection.

摘要

展示了多功能合成中间体加纳醛的溶液相自动化合成。利用我们最初开发的自动化合成仪ChemKonzert进行叔丁氧羰基(Boc)保护、缩醛形成以及将酯还原为相应的醛。所开发的方法对于合成具有芴甲氧羰基(Fmoc)或苄氧羰基(Cbz)保护的加纳醛类似物也很有用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9e5d/5301908/34e93b39204a/Beilstein_J_Org_Chem-13-106-g003.jpg

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