HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → (S)-2-[4-(5-Methoxycarbonyl-furan-2-yl)-thiazol-2-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Benzyloxycarbonyl-L-proline | HCID 101987 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | (S)-2-[5-(3-Cyclopropylcarbamoyl-phenyl)-thiazol-2-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester | HCID 57849886 | — |
| Reactant | 5-(2-Amino-thiazol-4-yl)-furan-2-carboxylic acid methyl ester | HCID 86616435 | — |
| Product | (S)-2-[4-(5-Methoxycarbonyl-furan-2-yl)-thiazol-2-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester | HCID 86616436 | — |
Reaction Steps
In a similar procedure as described for the synthesis of Compound 5312 (Example 312), 5-(2-amino-thiazol-4-yl)-furan-2-carboxylic acid methyl ester was treated with HATU (0.98 g, 2.38 mmol), DIEA (0.7 mL, 5.36 mmol), and (S)-Pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester (0.61 g, 2.45 mmol) to furnish (S)-2-[4-(5-Methoxycarbonyl-furan-2-yl)-thiazol-2-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester; MS: 169.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07595398B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-c739cfe4c73b4a328536cab42abd9c0f |
| Source note | uspto-grants-2009_09 |