Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | HCID 54142348 | HCID 54142348 | — |
| Reactant | HCID 178506676 | HCID 178506676 | — |
| Solvent | Diethylether hexane | HCID 21584099 | — |
| Product | HCID 67885081 | HCID 67885081 | — |
Reaction Steps
A solution of 230 mg of 4-methoxymethyl-9-tosyl-6-triisopropylsilyloxy-beta-carboline-3-carboxylic acid isopropyl ester in 3.5 ml of absolute tetrahydrofuran was mixed at -60° C. under argon with 0.38 ml of a 1.08 molar phenyllithium solution in ether/hexane, stirred for 1 hour at -60° C. and heated slowly to room temperature. After 16 hours of standing at room temperature, the reaction mixture was mixed with N-acetic acid/ethyl acetate, the ethyl acetate phase was washed with water and saturated sodium chloride solution, dried and concentrated by evaporation. After column chromatography on silica gel with cyclohexane/ethyl acetate 1:1 as eluant, 69 mg of title compound was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05254563 |
|---|
| Source dataset | uspto-grants-1993_10 |
|---|
| ORD ID | ord-f7d8c8856b6c4820b6c3742130536104 |
|---|
| Source note | uspto-grants-1993_10 |
|---|