Premium
Direct Reductive Amination of Biobased Furans to N ‐Substituted Furfurylamines by Engineered Reductive Aminase
Author(s) -
Yang ZiYue,
Hao YaCheng,
Hu SongQing,
Zong MinHua,
Chen Qi,
Li Ning
Publication year - 2021
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.202001495
Subject(s) - reductive amination , chemistry , catalysis , organic chemistry , reductive elimination , combinatorial chemistry , amination , alcohol dehydrogenase , alcohol
Furfurylamines are important building blocks for the synthesis of many pharmacologically active compounds and polymers. In this work, direct reductive amination of biobased furans to N ‐substituted furfurylamines by reductive aminase from Aspergillus oryzae ( Asp RedAm) was reported. Besides the reductive aminase activity, Asp RedAm also showed a promiscuous, yet low alcohol dehydrogenase activity. The variant W210F proved to be a good catalyst for the synthesis of N ‐substituted furfurylamines. Furans were transformed to the target products with the conversions up to >99% and selectivities up to >99%. In addition, N ‐substituted furfurylamines were synthesized in the total turnover number (TTN) up to 3200 on a preparative scale, indicating the applicability of this biocatalytic route in synthetic chemistry.