HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(1,3-benzodioxol-5-yl)-2,3,4,9-tetrahydro-1H-beta-carboline → 1-(3,4-Methylenedioxyphenyl)-2-(tert-butoxycarbonyl)-2,3,4,9-tetrahydro-1H-beta-carboline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(1,3-benzodioxol-5-yl)-2,3,4,9-tetrahydro-1H-beta-carboline | HCID 201172 | — |
| Reactant | Pyrocarbonate | HCID 15238643 | — |
| Reactant | Tert-butyldicarbonate | HCID 22064466 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-(3,4-Methylenedioxyphenyl)-2-(tert-butoxycarbonyl)-2,3,4,9-tetrahydro-1H-beta-carboline | HCID 12993018 | — |
Reaction Steps
To a suspension of 1-(3,4-methylenedioxyphenyl)-2,3,4,9-tetrahydro-1H-β-carboline (27.7 g, 94.8 mmol) (prepared according to the process as disclosed in WO97/43287, Intermediate 7, page 24) in dry methanol (300 mL) was added t-butylpyrocarbonate (25.0 g, 114 mmol). Shortly after the addition of the pyrocarbonate, a clear solution was formed. The solution was stirred at ambient temperature for 1 h, resulting in formation of a white precipitate. The solid was collected by filtration, washed with a 1:1 mixture of diethyl ether:pentane, and dried in vacuo to yield the product as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06818646B2 |
| Source dataset | uspto-grants-2004_11 |
| ORD ID | ord-4298f74ddd204e0da772528851b793e2 |
| Source note | uspto-grants-2004_11 |