HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (S)-1-Boc-3-isopropylpiperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile | HCID 93865 | — |
| Reactant | (S)-2-Isopropylpiperazine | HCID 15023839 | — |
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (S)-1-Boc-3-isopropylpiperazine | HCID 24820348 | 74.9% |
Reaction Steps
341 mg (2.66 mmol) 2-(S)-Isopropyl-piperazine (84) and 657 mg (2.67 mmol, 1.00 eq.) BOC-ON© (2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile) were dissolved in 20 ml 1,4-dioxane and 20 ml water. After adding 2.04 ml (14.64 mmol, 5.50 eq.) triethylamine the solution was stirred at r.t. for 24 h. Then the mixture was added to water and extracted with EtOAc. The comb. org. fractions were washed with brine, dried over Na2SO4 and evaporated. Column chromatography (CH2Cl2/MeOH (3+1)) yielded 454.9 mg (1.99 mmol, 74.90%) 3-(S)-Isopropyl-piperazine-1-carboxylic acid tert-butyl ester (85) as a clear oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07312246B2 |
| Source dataset | uspto-grants-2007_12 |
| ORD ID | ord-5217be9ad6c447daaf0f0b8141abcd9f |
| Source note | uspto-grants-2007_12 |