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Isopropanol → tert-Butyl-N-((1S,2R)-1-benzyl-3-(tert-butyloxy)amino-2-hydroxypropyl)carbamate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Isopropanol | HCID 3776 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | O-tert-butylhydroxylamine hydrochloride | HCID 2777906 | — |
| 反応物 | (1S)-1-[(2S)oxiranyl]-2-phenylethylcarbamate | HCID 20638362 | — |
| 生成物 | tert-Butyl-N-((1S,2R)-1-benzyl-3-(tert-butyloxy)amino-2-hydroxypropyl)carbamate | HCID 59090702 | — |
反応手順
tert-Butyl-N-((1S)-1-[(2S)oxiranyl]-2-phenylethylcarbamate (0.155 g, 0.59 mmol) and O-(tert-butyl)hydroxylamine hydrochloride (0.089 g, 0.71 mmol) were heated with diisopropylethylamine (0.154 ml, 0.88 mmol) in isopropanol (2 ml) in a sealed tube at 60° C. for 5 days. The reaction mixture was concentrated in vacuo, taken up in EtOAc, washed with sat. aq. NaHCO3, and brine. The organic phase was dried over MgSO4, filtered and solvent removed in vacuo. Purication by column chromatography (1% MeOH in CH2C12) gave 100 mg of a white solid which was used directly in the next reaction.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06613743B2 |
| 出典データセット | uspto-grants-2003_09 |
| ORD ID | ord-8c00c332793640df80adcda14a1054c4 |
| 出典メモ | uspto-grants-2003_09 |