HuagongsheHuagongshe Chemistry Print Report · For research reference only
N,N,N',N'-Tetramethylazodicarboxamide → (S)-3-{4-[2-(2-tert-butyl-5-methyl-oxazol-4-yl)-ethoxy]-2,6-dimethyl-phenyl}-2-ethoxy-propionic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N,N,N',N'-Tetramethylazodicarboxamide | HCID 4278 | — |
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | 2-(2-Tert-butyl-5-methyl-oxazol-4-yl)-ethanol | HCID 11579232 | — |
| Reactant | (2S)-2-ethoxy-3-(4-hydroxy-2,6-dimethyl-phenyl)-propionic acid methyl ester | HCID 68616541 | — |
| Product | (S)-3-{4-[2-(2-tert-butyl-5-methyl-oxazol-4-yl)-ethoxy]-2,6-dimethyl-phenyl}-2-ethoxy-propionic acid methyl ester | HCID 69489846 | — |
Reaction Steps
In analogy to the Mitsunobu-procedure described in example 1, step f], (2S)-2-ethoxy-3-(4-hydroxy-2,6-dimethyl-phenyl)-propionic acid methyl ester (example 51 e]) was reacted with 2-(2-tert-butyl-5-methyl-oxazol-4-yl)-ethanol (example 1, step e])) in the presence of tributylphosphine and N,N,N′,N′-tetramethyl azodicarboxamide to yield (S)-3-{4-[2-(2-tert-butyl-5-methyl-oxazol-4-yl)-ethoxy]-2,6-dimethyl-phenyl}-2-ethoxy-propionic acid methyl ester as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07109225B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-b2c2da7764d94b6caf060663b3d35677 |
| Source note | uspto-grants-2006_09 |