HuagongsheHuagongshe Chemistry Print Report · For research reference only
DL-Ephedrine → Pseudoephedrine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | DL-Ephedrine | HCID 5032 | — |
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Ephedrine | HCID 9294 | — |
| Product | Pseudoephedrine | HCID 7028 | — |
Reaction Steps
The combination of yeast transformation of benzaldehyde to produce PAC and chemical conversion of the PAC to make 1-ephedrine is described in U.S. Pat. No. 1,956,950. The PAC can be converted by a chemical reductive amination with methylamine to optically pure L-ephedrine as follows: ##STR2## The 1-ephedrine can then converted in high yield to d-pseudoephedrine as follows: ##STR3## It is apparent from this reaction scheme that microbial transformation of benzaldehyde by yeast to form L-(-)phenyl acetyl carbinol in high yield and purity is of prime importance for successful commercial operation of the synthetic route.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05079145 |
| Source dataset | uspto-grants-1992_01 |
| ORD ID | ord-c9ee2c214413439988f36bc372be76e0 |
| Source note | uspto-grants-1992_01 |