Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropyl iodide | HCID 6362 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 19956408 | HCID 19956408 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19956380 | HCID 19956380 | — |
Reaction Steps
To a solution of 1.5 g (2.5 mmol) of (E)-1,5,10,14-tetra-BOC-1,5,10,14-tetraazatetradec7-ene in 20 ml of DMF there are added, with stirring, 0.4 g (10 mmol) of sodium hydride dispersion (approx. 60%) and, after 15 min., 1 ml (10 mmol) of isopropyl iodide. The reaction mixture is stirred for 16 h at room temperature; a further 0.4 g (10 mmol) of sodium hydride dispersion (approx. 60%) and 1 ml (10 mmol) of isopropyl iodide are added, and the mixture is stirred for a further 24 h at 20° C. and for 24 h at 50° C. and is then concentrated by evaporation in vacuo. Working up analogously to Example 1a), using ethyl acetate-hexane (1:3) and ethyl acetate-hexane (1:2) in the flash chromatography, yields the title compound, Rf value=0.37 (silica gel/ethyl acetate:hexane (2:3)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05627215 |
|---|
| Source dataset | uspto-grants-1997_05 |
|---|
| ORD ID | ord-d44c203cdfdf4745b7605332327310d7 |
|---|
| Source note | uspto-grants-1997_05 |
|---|