HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 3-(4-bromo-phenyl)-(2S)-[5-chloro-2-(2-methyl-butylamino)-benzoylamino]-propionic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | (S)-Methyl 2-amino-3-(4-bromophenyl)propanoate hydrochloride | HCID 24720902 | — |
| Reactant | 5-Chloro-2-(2-methyl-butylamino)-benzoic acid | HCID 63538031 | — |
| Product | 3-(4-bromo-phenyl)-(2S)-[5-chloro-2-(2-methyl-butylamino)-benzoylamino]-propionic acid methyl ester | HCID 68862812 | 75% |
Reaction Steps
As per Procedure A, 5-chloro-2-(2-methyl-butylamino)-benzoic acid (12.44 mmol, 3 g) was treated with (2S)-amino-3-(4-bromo-phenyl)-propionic acid methyl ester hydrochloride (12.44 mmol, 3.66 g), HBTU (14.92 mmol, 5.66 g) and diisopropylethylamine (37.32 mmol, 4.82 g) to yield 3-(4-bromo-phenyl)-(2S)-[5-chloro-2-(2-methyl-butylamino)-benzoylamino]-propionic acid methyl ester. (4.4 g, 75% yield). LC-MS m/z: 482.8 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07501538B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-2c39351245f74f4aae94dd654876cde5 |
| Source note | uspto-grants-2009_03 |