HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-butyl N-(2-oxoethyl)carbamate → 1-(1,1-Dimethylethyl) 3-ethyl 4-[2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)ethyl]-1,3-piperazinedicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-butyl N-(2-oxoethyl)carbamate | HCID 4247255 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 1-tert-Butyl 3-ethyl piperazine-1,3-dicarboxylate | HCID 11402671 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | 1-(1,1-Dimethylethyl) 3-ethyl 4-[2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)ethyl]-1,3-piperazinedicarboxylate | HCID 59215848 | — |
Reaction Steps
To a solution of 1-(1,1-dimethylethyl) 3-ethyl 1,3-piperazinedicarboxylate [EP1486498, 2004] (2.023 g, 8.28 mmol) in 10 mL of dichloroethane was added a solution of N-boc-2-aminoacetaldehyde (1.87 g, 12.42 mmol) in 20 mL of dichloroethane. The solution was stirred at room temperature and under nitrogen atmosphere for 30 min. Sodium triacetoxyborohydride (3.32 g, 16.56 mmol) was then added and the reaction kept at room temperature overnight. The product was isolated on a SCX cartridge. 2.492 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07919491B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-1d16bcca62f84ce99ebf2003918e2397 |
| Source note | uspto-grants-2011_04 |