참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Hydrochloric Acid | HCID 313 | — |
| 반응물 | Water | HCID 962 | — |
| 반응물 | Sodium borohydride | HCID 4311764 | — |
| 반응물 | methyl (2S)-3-hydroxy-2-[(4-nitrobenzyloxycarbonyl)amino]propionate | HCID 57056522 | — |
| 용매 | Ethanol | HCID 702 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 생성물 | 2-(4-Nitrobenzyloxycarbonyl)amino-1,3-propanediol | HCID 19934522 | 68.7% |
반응 단계
To a solution of methyl (2S)-3-hydroxy-2-[(4-nitrobenzyloxycarbonyl)amino]propionate (2.12 g) in tetrahydrofuran (20 ml) and ethanol (20 ml) was added sodium borohydride (0.54 g) at 0° C. under nitrogen atmosphere. After stirring at 0° C. for 5 hours, to the mixture was added a mixture of concentrated hydrochloric acid (1.7 ml), water (40 ml) and ethyl acetate (40 ml). The organic layer was separated, washed with 10% aqueous sodium hydrogen carbonate and brine successively, dried over magnesium sulfate, and evaporated. The residue was chromatographed on silica gel (160 ml) eluting with a mixture of acetone and dichloromethane (1:9, V/V) to give 2-[(4-nitrobenzyloxycarbonyl)amino]-1,3-propanediol (1.32 g).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US05420122 |
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| 출처 데이터셋 | uspto-grants-1995_05 |
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| ORD ID | ord-f60d992394f548f6afb91dbb556f5626 |
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| 출처 메모 | uspto-grants-1995_05 |
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