HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 23519196, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | N-((1,1-dimethylethoxy)carbonyl)-2-methyl-alanine | HCID 2733845 | — |
| Reactant | Ethyl S-benzyl-(R)-cysteinate hydrochloride (1:1) | HCID 12839759 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 23519196 | HCID 23519196 | — |
Reaction Steps
A mixture of S-benzyl-L-cysteine ethyl ester hydrochloride (7.98 g, 29 mmol), BOC-α-methylalanine (5.89 g, 29 mmol), triethylamine (2.93 g, 29 mmol), 1-hydroxybenzotriazole (HOBT, 3.92 g, 29 mmol) and EDCI (5.57 g, 29 mmol) in methylene chloride (200 mL) is stirred under an argon atmosphere at room temperature overnight. The reaction mixture is evaporated to dryness and the residue is dissolved in ethyl acetate (200 mL). The solution is washed with water (50 mL), 1 N HCl (50 mL), water (50 mL), 5% sodium bicarbonate (50 mL), water (50 mL) and finally brine (25 mL). The solution is then dried over sodium sulfate, filtered and evaporated to dryness to give N-[2-(BOC-amino)-2-methylpropionyl]-S-benzyl-L-cysteine ethyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06992105B2 |
| Source dataset | uspto-grants-2006_01 |
| ORD ID | ord-3b14f83022014c22836f6c941e749c35 |
| Source note | uspto-grants-2006_01 |