HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → [Rac]-2-ethoxy-3-{4-[2-(3-methoxy-phenyl)-4-methyl-thiazol-5-ylmethoxy]-2-methyl-phenyl}-propionic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Ethyl 2-chloroacetoacetate | HCID 11858 | — |
| Reactant | Di-tert-butyl azodicarboxylate | HCID 97268 | — |
| Reactant | 3-Methoxybenzene-1-carbothioamide | HCID 2060838 | — |
| Reactant | [2-(3-Methoxy-phenyl)-4-methyl-thiazol-5-yl]-methanol | HCID 16495171 | — |
| Reactant | [Rac]-2-ethoxy-3-(4-hydroxy-2-methyl-phenyl)-propionic acid ethyl ester | HCID 57792490 | — |
| Product | [Rac]-2-ethoxy-3-{4-[2-(3-methoxy-phenyl)-4-methyl-thiazol-5-ylmethoxy]-2-methyl-phenyl}-propionic acid ethyl ester | HCID 68617186 | — |
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 [2-(3-methoxy-phenyl)-4-methyl-thiazol-5-yl]-methanol (prepared from 3-methoxy-thiobenzamide [PCT Int. Appl. (2002), WO 0100433 A1] and ethyl 2-chloro-acetoacetate in analogy to the procedures described in example 33 a] and 33 b]) in the presence of triphenylphosphine and di-tert-butyl azodicarboxylate to yield [rac]-2-ethoxy-3-{4-[2-(3-methoxy-phenyl)-4-methyl-thiazol-5-ylmethoxy]-2-methyl-phenyl}-propionic acid ethyl ester as light yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06809110B2 |
| Source dataset | uspto-grants-2004_10 |
| ORD ID | ord-3e01de9fb3da49ec90d229e35a56c44d |
| Source note | uspto-grants-2004_10 |