HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 56990475, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-butyl N-[(2S,3S)-1-hydroxy-2-methyl-4-oxoazetidin-3-yl]carbamate | HCID 12946603 | — |
| Reactant | HCID 57264773 | HCID 57264773 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 56990475 | HCID 56990475 | 88.6% |
Reaction Steps
(3S-trans)-3-[(t-Butyloxycarbonyl)amino]-1- hydroxy-4-methyl-2-azetidinone (21.6 g) was dissolved in 250 ml of dimethylformamide. At 0° C. 26.7 g of bromoacetic acid. [(3-pentyloxy)carbonyl]-methyl ester was added, followed by 17 ml of triethylamine. The mixture was stirred overnight, and the dimethylformamide was evaporated in vacuo. The oily residue was dissolved in 300 ml of ethyl acetate, washed with ice-cold NaHCO3 solution and then washed three times with ice water. After drying over MgSO4, the solvent was evaporated in vacuo yielding 35.6 g of the title compound as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04939253 |
| Source dataset | uspto-grants-1990_07 |
| ORD ID | ord-581da299c112427c8c9adbdc166c91d4 |
| Source note | uspto-grants-1990_07 |