HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → HCID 86636512, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Diisobutylaluminum hydride | HCID 14487 | — |
| Reactant | 2-[(benzyloxy)carbonyl]-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-1-carboxylic acid | HCID 19031992 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86636512 | HCID 86636512 | — |
Reaction Steps
A solution of 1,3,4,9-tetrahydro-beta-carboline-1,2-dicarboxylic acid 2-benzyl ester (3.7 mg, 9.4 mmol) in THF (100 ml) under N2 was cooled to −78° C. 1.5M DIBAL in toluene solution (31.2 ml, 47 mmol) was added over 2 hours. After stirring for 4 hours the reaction mixture was quenched with methanol and water, extracted into EtOAc and washed with dilute aqueous HCl. The organic layer was dried over Na2SO4, filtered and evaporated to dryness. LCMS purity 50%, m/z 335 [M++H]+ The material was used in the next stage without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07939666B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-36435094306544778110076667f25c3f |
| Source note | uspto-grants-2011_05 |