Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | N-(tert-butoxycarbonyl)glycine | HCID 78288 | — |
| Reactant | 2-Methoxybenzylamine | HCID 81292 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 70284605 | HCID 70284605 | 78% |
Reaction Steps
6.6 g triethylamine were added to 10.0 g N-(tert.butoxycarbonyl)glycine in 100 ml dichloromethane. Then 6.2 g ethyl chloroformate in 20 ml dichloromethane were added dropwise at 0° C.; the mixture was stirred for 15 minutes at 0° C., and then a solution of 8.1 g 2-methoxybenzylamine in 25 ml dichloromethane was added thereto dropwise. The mixture was stirred for another 3 hours at room temperature before being extracted once with 100 ml of a 10% aqueous tartaric acid solution. The organic phase was dried over magnesium sulfate, filtered and reduced in volume under a vacuum. 13.9 g N-(tert.butoxycarbonyl)-glycine-(2-methoxybenzyl)amine were obtained, having a melting point of 96-97° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06040303 |
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| Source dataset | uspto-grants-2000_03 |
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| ORD ID | ord-d9c9d2457b8f4e699ad9cd7bc9db8775 |
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| Source note | uspto-grants-2000_03 |
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