HuagongsheHuagongshe Chemistry Print Report · For research reference only
Glycine ethyl ester → 2-(2-(2-(5-bromo-1-(4-cyanonaphthalen-1-yl)-1H-imidazol-2-ylthio)-2,2-difluoroacetamido) acetamido)acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Glycine ethyl ester | HCID 12176 | — |
| Reactant | Ethyl glycylglycinate | HCID 124706 | — |
| Reactant | 2-(2-(5-bromo-1-(4-cyanonaphthalen-1-yl)-1H-imidazol-2-ylthio)-2,2-difluoroacetamido)acetic acid | HCID 59225847 | — |
| Reactant | 2-(5-bromo-1-(4-cyanonaphthalen-1-yl)-1H-imidazol-2-ylthio)-2,2-difluoroacetic acid | HCID 59225872 | — |
| Product | 2-(2-(2-(5-bromo-1-(4-cyanonaphthalen-1-yl)-1H-imidazol-2-ylthio)-2,2-difluoroacetamido) acetamido)acetic acid | HCID 59225870 | — |
Reaction Steps
2-(2-(2-(5-bromo-1-(4-cyanonaphthalen-1-yl)-1H-imidazol-2-ylthio)-2,2-difluoroacetamido)acetamido)acetic acid is prepared via either of the two routes shown below. In the first, 2-(2-(5-bromo-1-(4-cyanonaphthalen-1-yl)-1H-imidazol-2-ylthio)-2,2-difluoroacetamido)acetic acid (see eg 14) is coupled with glycine ethyl ester and then hydrolyzed to the acid. In the second, (see eg 10), 2-(5-bromo-1-(4-cyanonaphthalen-1-yl)-1H-imidazol-2-ylthio)-2,2-difluoroacetic acid is coupled with NH2-Gly-Gly-OEt, which is then hydrolyzed to the acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08344012B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-af0d98a06f284628a08bf1d12c02bf68 |
| Source note | uspto-grants-2013_01 |