HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Amino-5-chlorobenzoic acid → (2S)-(2-Amino-5-chloro-benzoylamino)-3-biphenyl-4-yl-propionic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Amino-5-chlorobenzoic acid | HCID 12476 | — |
| 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 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (2S)-(2-Amino-5-chloro-benzoylamino)-3-biphenyl-4-yl-propionic acid methyl ester | HCID 69609659 | — |
Reaction Steps
(2S)-(2-Amino-5-chloro-benzoylamino)-3-biphenyl-4-yl-propionic acid methyl ester was prepared following General Procedure A using 2-amino-5-chloro-benzoic acid (1.751 g, 98%, 10 mmol), (S)-2-amino-3-(4-bromo-phenyl)-propionic acid methyl ester hydrochloride salt (2.95 g, 10 mmol), HBTU (4.55 g, 12 mmol) and DIEA (6.33 mL, 99%, 36 mmol) in DMF (60 mL). Purification by flash chromatography (ethyl acetate/hexanes 1:3, 1:2, 1:1.5) gave solid (3.48 g, 8.45 mmol, 85% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07122580B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-26ce3973a44349f6b229f3706f9a9c92 |
| Source note | uspto-grants-2006_10 |