HuagongsheHuagongshe Chemistry Print Report · For research reference only
N,N,N',N'-Tetramethylazodicarboxamide → [Rac]-3-{4-[2-(2,4-dichloro-phenyl)-4-methyl-thiazol-5-ylmethoxy]-2-methyl-phenyl}-2-ethoxy-propionic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N,N,N',N'-Tetramethylazodicarboxamide | HCID 4278 | — |
| Reactant | Ethyl 2-chloroacetoacetate | HCID 11858 | — |
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | 2,4-Dichlorobenzenecarbothioamide | HCID 2734822 | — |
| Reactant | 2-(2,4-Dichloro-phenyl)-5-methoxymethyl-4-methyl-thiazole | HCID 22647612 | — |
| Reactant | [Rac]-2-ethoxy-3-(4-hydroxy-2-methyl-phenyl)-propionic acid ethyl ester | HCID 57792490 | — |
| Product | [Rac]-3-{4-[2-(2,4-dichloro-phenyl)-4-methyl-thiazol-5-ylmethoxy]-2-methyl-phenyl}-2-ethoxy-propionic acid ethyl ester | HCID 68617601 | — |
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-(2,4-dichloro-phenyl)-5-methoxymethyl-4-methyl-thiazole (prepared from 2,4-dichloro-thiobenzamide and ethyl 2-chloro-acetoacetate in analogy to the procedures described in examples 33 a] and 33 b]) in the presence of tributylphosphine and N,N,N′,N′-tetramethyl azodicarboxamide to yield [rac]-3-{4-[2-(2,4-dichloro-phenyl)-4-methyl-thiazol-5-ylmethoxy]-2-methyl-phenyl}-2-ethoxy-propionic acid ethyl ester as colorless liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06809110B2 |
| Source dataset | uspto-grants-2004_10 |
| ORD ID | ord-aed08a688fce4fbaa82b509456466145 |
| Source note | uspto-grants-2004_10 |