On February 12, 2015, Aida, Jumpei; Yoshitomi, Yayoi; Hitomi, Yuko; Noguchi, Naoyoshi; Hirata, Yasuhiro; Furukawa, Hideki; Shibuya, Akito; Watanabe, Koji; Miyamoto, Yasufumi; Okawa, Tomohiro; Takakura, Nobuyuki; Miwatashi, Seiji published a patent.Name: 1-[(Dibenzylamino)methyl]cyclopropanol The title of the patent was Preparation of heterocyclic compounds as GPR40 agonists, regulating method for GPR40 receptors, and preventive and therapeutic methods for diabetes. And the patent contained the following:
The heterocyclic compounds or their salts are represented by formula I [A = (un)substituted aromatic ring; B = (un)substituted 4 to 6-membered N-containing alicyclic ring; X = N, CH; R1, R2 = H, substituent; R1 and R2 may form 3 to 10-membered ring with neighbored N atom; R3, R4 = H, halo, C1-6 alkyl; R5, R7-R9 = H, halo, C1-6 alkyl, C1-6 alkoxy; R6 = halo, (un)substituted C1-6 alkyl, C1-6 alkoxy, or C3-10 cycloalkyl; R6 and R7 may form 3 to 10-membered ring with neighbored C atom]. Thus, reacting 2-fluoro-4-methoxy-N-methyl-N-(2-methylpropyl)benzamide (preparation given) with piperidine-4-methanol, etherifying with Me 3-cyclopropyl-3-(3-hydroxyphenyl)propanoate, and hydrolyzing with 1 N NaOH, gave 3-cyclopropyl-3-[3-[[1-[5-methoxy-2-[methyl(2-methylpropyl)carbamoyl]-phenyl]piperidin-4-yl]methoxy]phenyl]propanoic acid with G protein-coupled receptor 40 (GPR40) agonist activity 97%. Formulations containing I are given. The experimental process involved the reaction of 1-[(Dibenzylamino)methyl]cyclopropanol(cas: 428855-17-8).Name: 1-[(Dibenzylamino)methyl]cyclopropanol
The Article related to gpr40 regulation agonist preparation glp1 diabetes therapeutic agent, Heterocyclic Compounds (One Hetero Atom): Other 6-Membered Rings and other aspects.Name: 1-[(Dibenzylamino)methyl]cyclopropanol
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts