HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 2-(4-Benzyloxy-benzoylamino)-2-methyl-propionic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 4-(Benzyloxy)benzoic acid | HCID 73880 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 2-amino-2-methylpropanoate | HCID 4186341 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(4-Benzyloxy-benzoylamino)-2-methyl-propionic acid methyl ester | HCID 57855673 | 70.2% |
Reaction Steps
DIPEA (407 mg, 0.28 mL, 3.15 mmol) was added to a stirred solution of 4-benzyloxy-benzoic acid (200 mg, 0.87 mmol)(prepared by the method as described above) in DMF (2 mL). HOBT (142 mg, 1.05 mmol) and EDCI (201 mg, 1.05 mmol) were then added at room temperature. After 2 minutes, 2-amino-2-methyl-propionic acid methyl ester (161 mg, 1.05 mmol) was added and the resulting mixture was stirred at room temperature overnight. Cold water was then added and filtered the solid precipitated out to afford 200 mg (70% yield) of 2-(4-benzyloxy-benzoylamino)-2-methyl-propionic acid methyl ester. LCMS Purity: 93%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07842696B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-483bab042bdf407b9e99151034065882 |
| Source note | uspto-grants-2010_11 |