HuagongsheHuagongshe Chemistry Print Report · For research reference only
2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl- → HCID 70149533, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl- | HCID 81646 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Reactant | tert-butyl(1S)-1-[(2S)-5-oxotetrahydrofuran-2-yl]-2-phenylethylcarbamate | HCID 10870461 | — |
| Reactant | 90110-63-7 | HCID 11043079 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 70149533 | HCID 70149533 | — |
Reaction Steps
In analogy with Example 44c), 1.5 g of 5(S)-[l(S)-(Boc-amino)-2-phenylethyl]-dihydrofuran-2-(3H)-one [Example 2b)] in 3 ml of abs. THF are deprotonated (-75° C.) with 9.62 ml of a 1M solution of lithium bis(trimethylsilyl)amide in THF, and with the addition of 0.998 ml of DMPU and alkylated with 1.22 g of 3-methoxybenzyl iodide. Chromatography on silica gel (eluent E) affords the pure title compound. TLC Rf (hexane/ethyl acetate, 2.5:1)=0.32. FAB-MS (M+H)+ =426.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05935976 |
| Source dataset | uspto-grants-1999_08 |
| ORD ID | ord-bc05e5599d41488bae89abd33613bd28 |
| Source note | uspto-grants-1999_08 |