HuagongsheHuagongshe Chemistry Print Report · For research reference only
2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl- → HCID 70149465, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl- | HCID 81646 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Reactant | HCID 10757163 | HCID 10757163 | — |
| Reactant | tert-butyl(1S)-1-[(2S)-5-oxotetrahydrofuran-2-yl]-2-phenylethylcarbamate | HCID 10870461 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 70149465 | HCID 70149465 | — |
Reaction Steps
In analogy with Example 44c), 1 g of 5(S)-[1(S)-(Boc-amino)-2-phenylethyl]-dihydrofuran-2-(3H)-one [Example 2b)] in 4 ml of abs. THF is deprotonated (-75° C.) with 6.42 ml of a 1M solution of lithium bis(trimethylsilyl)amide in THF, and with the addition of 0.66 ml of DMPU and alkylated with 1.008 g 3,4,5-trimethoxybenzyl iodide. Chromatography on silica gel (eluent, hexane/acetone 3:1) affords the title compound. TLC Rf (hexane/acetone, 3:1)=0.22. FAB-MS M+ =485.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05807891 |
| Source dataset | uspto-grants-1998_09 |
| ORD ID | ord-18f0ddd33f8046c1b90ffdac533b32ad |
| Source note | uspto-grants-1998_09 |