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Lithium borohydride → (R)-Benzyl (1,5-dihydroxypentan-2-yl)carbamate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Lithium borohydride | HCID 4148881 | — |
| 反応物 | [((Benzyloxy)carbonyl]amino}pentanedioate | HCID 22017142 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 溶媒 | Sodium chloride; water | HCID 57417360 | — |
| 生成物 | (R)-Benzyl (1,5-dihydroxypentan-2-yl)carbamate | HCID 2757382 | 81.2% |
反応手順
A solution of dimethyl (2R)-2-{[((benzyloxy)carbonyl]amino}pentanedioate (22.4 g) in dry THF (74 ml) was added dropwise over 1 h to a stirred mixture of lithium borohydride (4.5 g) in THF (200 ml) at room temperature, under nitrogen. Stirring at room temperature was continued for 3 days. The reaction mixture was diluted with brine and water, and extracted with ethyl acetate. The combined organic extracts were washed with brine, dried (over magnesium sulphate) and concentrated under reduced pressure to give the title compound (16.5 g) as a white solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07084139B2 |
| 出典データセット | uspto-grants-2006_08 |
| ORD ID | ord-0716b8127315465ca5bb1dda1907bd78 |
| 出典メモ | uspto-grants-2006_08 |