- Method for preparing high-purity tolvaptan intermediate
-
The invention provides a method for preparing a high-purity tolvaptan intermediate, and concretely provides a method for purifying a tolvaptan intermediate N-[4-[(7-chloro-2,3,4,5-tetrahydro-5-oxo-1H-1-benzazepine-1-yl)carbonyl]-3-methylphenyl]-2-methylbenzamide (formula II). A crude product containing the compound of formula II is recrystallized by an organic solvent composed of ester, haloalkaneand ether to preferably obtain the compound of formula II, having a purity of above 99.00%.
- -
-
Paragraph 0057; 0058
(2018/10/02)
-
- Efficient and promising asymmetric preparation of enantiopure tolvaptan via transfer hydrogenation with robust catalysts
-
Enantiopure tolvaptan, the first and only oral vasopressin antagonist for hyponatremia has been prepared by using an asymmetric transfer hydrogenation as a key step with HCOOH-Et3N or HCOONa-H2O as the hydrogen donor in open air. Good chemical yields with up to 99% enantioselectivity were obtained with a 1000:1 of S/C in an HCOONa-H2O system. The air and water stable catalysts provide a very promising prospect for industrial application.
- Yin, Lu,Zheng, Yourou,Jia, Xian,Li, Xingshu,Chan, Albert S.C.
-
experimental part
p. 2390 - 2393
(2010/12/25)
-
- Practical synthesis of both enantiomers of vasopressin V2 receptor antagonist OPC-41061 using the catalytic asymmetric hydrogenation
-
The optically active enantiomers of 7-chloro-5-hydroxy-1-[2methyl-4-(2-methylbenzoylamino)benzoyl]-2,3,4,5- tetrahydro-1H-1-benzazepine (OPC-41061, 1) were enantioselectively synthesized. The asymmetric transfer hydrogenation of the ketone (2), which is t
- Yamashita, Hiroshi,Ohtani, Tadaaki,Morita, Seiji,Otsubo, Kenji,Kan, Keizo,Matsubara, Jun,Kitano, Kazuyoshi,Kawano, Yoshikazu,Uchida, Minoru,Tabusa, Fujio
-
p. 123 - 128
(2007/10/03)
-
- An efficient synthesis of optical isomers of vasopressin V2 receptor antagonist OPC-41061 by lipase-catalyzed enantioselective transesterification
-
The optically active enantiomers of 7-chloro-5-hydroxy-1-[2- methyl-4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro- 1H- 1-benzazepine (OPC-41061, 1) were enantioselectively synthesized. The chiral acetate ((R)-(-)-3) and the chiral alcohol ((S)-(+)-2) were prepared via the resolution of the racemic alcohol ((±)-2) using the lipase-mediated transesterification with vinyl acetate. Compounds ((R)-(-)-3) and ((S)-(+)-2) were converted to optically active 1.
- Matsubara, Jun,Morita, Seiji,Yamashita, Hiroshi,Otsubo, Kenji,Kitano, Kazuyoshi,Ohtani, Tadaaki,Kawano, Yoshikazu,Bando, Masahiko,Kido, Masaru,Ochida, Minoru,Tabusa, Fujio
-
p. 131 - 138
(2007/10/03)
-