HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → Pseudoephedrine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| 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 l-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 l-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 | US05312742 |
| Source dataset | uspto-grants-1994_05 |
| ORD ID | ord-4604d30c17884f08952811795c28158b |
| Source note | uspto-grants-1994_05 |