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Diisopropyl diazene-1,2-dicarboxylate → ethyl(S)-N,N'-bis(isopropoxycarbonyl)-2-cyano-2-hydrazino-2-phenylacetate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| 反応物 | Ethyl phenylcyanoacetate | HCID 95298 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | ethyl(S)-N,N'-bis(isopropoxycarbonyl)-2-cyano-2-hydrazino-2-phenylacetate | HCID 68544089 | 105.8% |
反応手順
To a solution of ethyl 2-cyano-2-phenylacetate (23.0 mg, 0.11 mmol) and (R,R)-trans-1-[3,5-bis(trifluoromethyl)phenyl]-3-[2-(N,N-dimethylamino)cyclohexyl]thiourea (4.1 mg, 0.01 mmol) in toluene (1 mL) was added diisopropyl azodicarboxylate (21.5 μL, 0.10 mmol) at −78° C. After stirring for 15 min, the reaction mixture was concentrated. The residue was purified by silica gel column (hexane/ethyl acetate=3/1) to give the title compound (41.4 mg, yield: 100%, optical purity: 76% ee). Colorless amorphous
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07655817B2 |
| 出典データセット | uspto-grants-2010_02 |
| ORD ID | ord-352dd41fe2c9444ca99904f7c45ddb45 |
| 出典メモ | uspto-grants-2010_02 |