Method for preparing sitagliptin intermediate via asymmetrical reduction method
US10189760B2 · kind B2 · utility
Assignees
Inventors
Key dates
| Filing date | Oct 9, 2015 |
| Grant date | Jan 29, 2019 |
| Priority date | — |
| Expiry date | Oct 9, 2035 |
Classification
- Technology area (CPC B)Performing Operations; Transporting
- CPC primaryB01J2531/004
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
Disclosed is a method for synthesizing a sitagliptin intermediate, the method comprising: in the presence of hydrogen and a transition metal catalyst having a chiral phosphine ligand, subjecting a compound of formula II to an asymmetric reductive amination with ammonia or ammonium salt in a proper organic solvent under the condition of adding an acidic additive to produce a compound of formula I, wherein, an R- or S-configuration of a stereocenter is represented by *; the compound of formula I of R configuration can be used to prepare sitagliptin, and a reaction formula is as follows: R1 and R2 are each independently selected from hydrogen, C1-C12 linear or branched alkyl, C3-C12 cycloalkyl, C2-C12 alkenyl, C2-C12 alkynyl and C7-C12 arylalkyl. The method has a high yield and a high ee % value, a mild reaction condition and a low production cost, and is simple to operate, convenient to purify, environmental friendly and suitable for industrial production.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.