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Propionic Acid → HCID 56615310、化合物
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Propionic Acid | HCID 1032 | — |
| 反応物 | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| 反応物 | (5S)-5-[(1S)-1-(N-t-butoxycarbonylamino)-2-cyclohexylethyl]dihydrofuran-2(3H)-one | HCID 10946873 | — |
| 反応物 | p-Benzyloxybenzyl iodide | HCID 11723738 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 溶媒 | Ethyl acetate hexane | HCID 21226206 | — |
| 生成物 | HCID 56615310 | HCID 56615310 | — |
反応手順
In analogy with Example 5d), 5.2 g (16.7 mmol) of 5(S)-[1(S)-(Boc-amino)-2-cyclohexylethyl]-dihydrofuran-2-one [(preparation, see Example 12a)], dissolved in 50 ml of THF, are deprotonated, at -70° C., with 33.4 ml of a 1M solution of lithium bis(trimethylsilyl)amide in THF, and alkylated, at -75° C. for 1 h, with 5.2 g (16.07 mmol) of 4-benzyloxybenzyl iodide [preparation, see Example 1d)] in 15 ml of THF. Treating, at -75° C., with 6.2 ml (83.02 mmol) of propionic acid and water, and further working up, affords the title compound after column chromatography (SiO2, hexane/ethyl acetate: 4/1). TLC Rf (hexane/ethyl acetate: 4/1)=0.27; tRet (II)=20.41 min.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05663200 |
| 出典データセット | uspto-grants-1997_09 |
| ORD ID | ord-e79bd312a256491cb4dc99f461e0a132 |
| 出典メモ | uspto-grants-1997_09 |