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tert-butyl (2R,3S)-6-oxo-2,3-diphenylmorpholine-4-carboxylate → HCID 57135938、化合物
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | tert-butyl (2R,3S)-6-oxo-2,3-diphenylmorpholine-4-carboxylate | HCID 981230 | — |
| 反応物 | Sodium bis(trimethylsilyl)amide | HCID 2724254 | — |
| 反応物 | 3-Cyclobutylbenzyl bromide | HCID 18352491 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | HCID 57135938 | HCID 57135938 | 54.1% |
反応手順
According to example 81, 2.50 g of tert-butyl- (2R, 3S)-(-)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate (Aldrich) was alkylated with 1.59 g of 3-cyclobutylbenzyl bromide in 80 mL of anhydrous THF using 7.41 mL of 1M sodium bis(trimethylsilyl)amide in THF (Aldrich). The crude product was subjected to flash chromatography on 120 g of silica gel (8:2 hexane:EtOAc) and then recrystallization from EtOH-water to afford 1.90 g (54%) of tert-butyl (2R, 3S, 5S)-6-oxo-2,3-diphenyl-5-(3-cyclobutylbenzyl)-4-morpholinecarboxylate as a white powder, m.p. 145-147° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06140100 |
| 出典データセット | uspto-grants-2000_10 |
| ORD ID | ord-a0731c46a2c343749606ce782d6325e2 |
| 出典メモ | uspto-grants-2000_10 |