US 11,987,587 B2
Chiral bisamino-ether compounds, and method of preparation and use thereof
Xiaojian Jiang, Guangzhou (CN); and Ying Yeung Yeung, Hong Kong (CN)
Appl. No. 16/602,382
Filed by JINAN UNIVERSITY, Guangzhou (CN); and THE CHINESE UNIVERSITY OF HONG KONG, Hong Kong (CN)
PCT Filed Mar. 5, 2019, PCT No. PCT/CN2019/000044
§ 371(c)(1), (2) Date Sep. 27, 2019,
PCT Pub. No. WO2020/007017, PCT Pub. Date Jan. 9, 2020.
Prior Publication US 2022/0162219 A1, May 26, 2022
Int. Cl. C07D 401/12 (2006.01); C07D 401/14 (2006.01); C07D 403/14 (2006.01); C07D 487/04 (2006.01); C07D 491/048 (2006.01)
CPC C07D 491/048 (2013.01) [C07D 401/12 (2013.01); C07D 401/14 (2013.01); C07D 403/14 (2013.01); C07D 487/04 (2013.01)] 4 Claims
 
1. A chiral bisamino-ether compound, having a structure of formula (I):

OG Complex Work Unit Chemistry
wherein:
n=1 or 2; chiral center * has (R) or (S) configuration; and

OG Complex Work Unit Chemistry
 is one of the following moieties:

OG Complex Work Unit Chemistry
R1 is selected from the group consisting of hydrogen, C1-C8 alkyl, unsaturated alkyl, and haloalkyl;
R2 is selected from the group consisting of hydrogen, C1-C8 alkyl, phenyl, C1-C8 alkyl substituted phenyl, halophenyl, C1-C8 alkoxyl substituted phenyl, and naphthyl;
R3 and R4 may be the same or different, and are each independently selected from the group consisting of hydrogen and C1-C8 alkyl;
R5 and R6 may be the same or different, and are each independently selected from the group consisting of hydrogen, C1-C8 alkyl, haloalkyl, halogen, phenyl, C1-C8 alkyl substituted phenyl, halophenyl, and naphthyl;
wherein, the C1-C8 alkyl is methyl, ethyl, n-propyl, isopropyl, cyclopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, cyclobutyl, n-pentyl, isoamyl, neopentyl, sec-pentyl, tert-amyl, cyclopentyl, n-hexyl, isohexyl, neohexyl, sec-hexyl, tert-hexyl, cyclohexyl, n-heptyl, isoheptyl, neoheptyl, n-heptyl, tert-heptyl, cycloheptyl, n-octyl, isooctyl, neooctyl, sec-octyl, tert-octyl, or cyclooctyl;
wherein, the C1-C8 alkoxy is methoxyl, ethoxyl, n-propoxyl, isopropoxyl, cyclopropoxyl, n-butoxyl, iso-butoxyl, tert-butoxyl, cyclobutoxyl, n-pentyloxyl, iso-pentyloxyl, neo-pentyloxyl, sec-pentyloxyl, tert-pentyloxyl, cyclopentyloxyl, n-hexyloxyl, iso-hexyloxyl, neo-hexyloxyl, sec-hexyloxyl, tert-hexyloxyl, cyclohexyloxyl, n-heptyloxyl, iso-heptyloxyl, neo-heptyloxyl, sec-heptyloxyl, tert-heptyloxyl, cycloheptyloxyl, n-octyloxyl, iso-octyloxyl, neo-octyloxyl, sec-octyloxyl, tert-octyloxyl, or cyclooctyloxyl.