HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl bromoacetate → Tyrosine, O-(carboxymethyl)-N-[[1-cyclohexyl-2-(3-furanyl)-1H-benzimidazol-5-yl]carbonyl]-3,5-difluoro-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | 1-Cyclohexyl-2-(furan-3-yl)-1H-benzimidazole-5-carboxylic acid | HCID 491113 | — |
| Reactant | Racemic 3,5-difluorotyrosine methyl ester hydrochloride | HCID 69315745 | — |
| Reactant | Acetone potassium carbonate | HCID 86600397 | — |
| Product | Tyrosine, O-(carboxymethyl)-N-[[1-cyclohexyl-2-(3-furanyl)-1H-benzimidazol-5-yl]carbonyl]-3,5-difluoro- | HCID 490786 | — |
Reaction Steps
Racemic 3,5-difluorotyrosine methyl ester hydrochloride (example 119) was coupled to the carboxylic acid of example 2 in the usual manner. The phenolic hydroxyl group was alkylated with methyl bromoacetate in the usual manner (K2CO3/acetone at reflux) and ester groups saponified to give the title compound of example 125.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06479508B1 |
| Source dataset | uspto-grants-2002_11 |
| ORD ID | ord-59884a33c65445eb8fbc83cbef3768d7 |
| Source note | uspto-grants-2002_11 |