HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-{[4-(7-Methoxy-2-phenyl-quinolin-4-yloxy)-pyrrolidine-2-carbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid ethyl ester → (1R,2S)-1-{[(2S,4R)-1-{(1S)-1-[(S)-(Cyclohexyl-methylcarbamoyl-methyl)-carbamoyl]-2,2-dimethyl-propylcarbamoyl)-4-(7-methoxy-2-phenyl-quinolin-4-yloxy)-pyrrolidine-2-carbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-{[4-(7-Methoxy-2-phenyl-quinolin-4-yloxy)-pyrrolidine-2-carbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid ethyl ester | HCID 20765316 | — |
| Reactant | 1-{[1-[1-(2-Hydroxy-indan-1-ylcarbamoyl)-2,2-dimethyl-propylcarbamoyl]-4-(7-methoxy-2-phenyl-quinolin-4-yloxy)-pyrrolidine-2-carbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid ethyl ester | HCID 68491628 | — |
| Reactant | HCID 68493461 | HCID 68493461 | — |
| Product | (1R,2S)-1-{[(2S,4R)-1-{(1S)-1-[(S)-(Cyclohexyl-methylcarbamoyl-methyl)-carbamoyl]-2,2-dimethyl-propylcarbamoyl)-4-(7-methoxy-2-phenyl-quinolin-4-yloxy)-pyrrolidine-2-carbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid | HCID 49771834 | 18% |
Reaction Steps
Compound 12 was treated as described for the preparation of 13 but with the use of 21 instead of 2-amino-N-(2-hydroxy-indan-1-yl)-3,3-dimethyl-butyramide followed by ester hydrolysis as described for the preparation of compound 14 which, after purification by HPLC, gave the title compound (8.6 mg, 18% yield). Purity by HPLC >95%. M+H+783.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07608590B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-1a8d28602fee482cb554bd3b5c13c8b1 |
| Source note | uspto-grants-2009_10 |