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Water → (R)-(+)-3-Benzyloxy-2-(Boc-amino)-1-propanol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Sodium borohydride | HCID 4311764 | — |
| 反応物 | Boc-Ser(Bzl)-OSu | HCID 12879025 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | (R)-(+)-3-Benzyloxy-2-(Boc-amino)-1-propanol | HCID 11065873 | 104.4% |
反応手順
Under an atmosphere of argon, to a solution of 2,5-dioxopyrrolidin-1-yl O-benzyl-N-t-butoxycarbonyl-L-serinate (4.41 g) in tetrahydrofuran(30 mL) was added sodium borohydride (644 mg) in ice bath and the mixture was stirred at room temperature overnight. Water was added to the reaction solution, which was extracted with ethyl acetate. The organic layer was washed with an aqueous saturated ammonium chloride solution and brine, dried over anhydrous magnesium sulfate and concentrated to give the title compound (3.30 g) having the following physical data.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07402605B2 |
| 出典データセット | uspto-grants-2008_07 |
| ORD ID | ord-2eb114e2653d4ba2a97f905faf0e9425 |
| 出典メモ | uspto-grants-2008_07 |