HuagongsheHuagongshe Chemistry Print Report · For research reference only
methyl (2R)-2-[(tert-butoxycarbonyl)amino]-3-[2-(2,6-dichlorophenyl)-6-quinolinyl]propanoate → (2S)-2-[(2,6-dichlorobenzoyl)amino]-3-[2-(2,6-dichlorophenyl)-6-quinolinyl]propanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | methyl (2R)-2-[(tert-butoxycarbonyl)amino]-3-[2-(2,6-dichlorophenyl)-6-quinolinyl]propanoate | HCID 11351984 | — |
| Reactant | methyl (2R)-2-[(tert-butoxycarbonyl)amino]-3-[2-(2,6-dichlorophenyl)-4-(phenylsulfanyl)-1,2,3,4-tetrahydro-6-quinolinyl]propanoate | HCID 11467397 | — |
| Reactant | (2R)-2-[(2,6-dichlorobenzoyl)amino]-3-[2-(2,6-dichlorophenyl)-6-quinolinyl]propanoic acid | HCID 44429938 | — |
| Reactant | methyl (2R)-2-amino-3-[2-(2,6-dichlorophenyl)-6-quinolinyl]propanoate | HCID 86619056 | — |
| Product | (2S)-2-[(2,6-dichlorobenzoyl)amino]-3-[2-(2,6-dichlorophenyl)-6-quinolinyl]propanoic acid | HCID 9958757 | — |
Reaction Steps
(2R)-2-[(2,6-dichlorobenzoyl)amino]-3-[2-(2,6-dichlorophenyl)-6-quinolinyl]propanoic acid 40 can be synthesised according to the same procedure but starting from (D)-p-nitro-Phe-OMe, involving methyl (2R)-2-[(tert-butoxycarbonyl)amino]-3-[2-(2,6-dichlorophenyl)-4-(phenylsulfanyl)-1,2,3,4-tetrahydro-6-quinolinyl]propanoate 25a, methyl (2R)-2-[(tert-butoxycarbonyl)amino]-3-[2-(2,6-dichlorophenyl)-6-quinolinyl]propanoate 26a and methyl (2R)-2-amino-3-[2-(2,6-dichlorophenyl)-6-quinolinyl]propanoate 34a (MS (MH+): 375/377/379) as intermediates.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07638630B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-7281db29ff684f0a82da5717bf9da75b |
| Source note | uspto-grants-2009_12 |