HuagongsheHuagongshe Chemistry Print Report · For research reference only
N,N,N',N'-Tetramethylazodicarboxamide → 2-Ethoxy-3-(2-methyl-4-{2-methyl-1-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-propoxy}-phenyl)-propionic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N,N,N',N'-Tetramethylazodicarboxamide | HCID 4278 | — |
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | [Rac]-2-methyl-1-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl)-propan-1-ol | HCID 22647459 | — |
| Reactant | [Rac]-2-ethoxy-3-(4-hydroxy-2-methyl-phenyl)-propionic acid ethyl ester | HCID 57792490 | — |
| Product | 2-Ethoxy-3-(2-methyl-4-{2-methyl-1-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-propoxy}-phenyl)-propionic acid ethyl ester | HCID 68617184 | — |
Reaction Steps
In analogy to the procedure described in example 10 c], [rac]-2-ethoxy-3-(4-hydroxy-2-methyl-phenyl)-propionic acid ethyl ester (example 10 b]) was reacted with [rac]-2-methyl-1-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl)-propan-1-ol [PCT Int. Appl. (2002), WO 02/062774 A1] in the presence of tributylphosphine and N,N,N′,N′-tetramethyl azodicarboxamide to yield 2-ethoxy-3-(2-methyl-4-{2-methyl-1-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-propoxy}-phenyl)-propionic acid ethyl ester as a mixture of two diastereomeric racemates as light yellow liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06809110B2 |
| Source dataset | uspto-grants-2004_10 |
| ORD ID | ord-a7bad3e4c6c2472c9d24f3faea4ce75e |
| Source note | uspto-grants-2004_10 |