化工社化工社 化学情報印刷レポート · 研究参考用
1,2-Dichloroethane → Methyl N-Hept-6-enoyl-3-methyl-L-valinate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1,2-Dichloroethane | HCID 11 | — |
| 反応物 | 6-Heptenoic acid | HCID 70705 | — |
| 反応物 | HOAt | HCID 181649 | — |
| 反応物 | Methyl L-tert-leucinate | HCID 11309583 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Sodium Bicarbonate | HCID 516892 | — |
| 生成物 | Methyl N-Hept-6-enoyl-3-methyl-L-valinate | HCID 59571176 | 81% |
反応手順
A solution of L-t-leucine methyl ester (1.00 g, 6.89 mmol), 6-heptenoic acid (1.06 g, 8.26 mmol), EDC (1.58 g, 8.26 mmol) and HOAt (1.23 g, 8.26 mmol) in DMF (10 mL) was stirred at 22° C. for 2 hours. The reaction mixture was diluted with aqueous saturated NaHCO3 (30 mL), and extracted with EtOAc (3×50 mL). The combined organic layers were washed with water (3×30 mL), brine (20 mL), dried over Na2SO4, filtered and concentrated. The residue was chromatographed on silica gel, eluting with 5-50% EtOAc/hexane, to give the title product (1.42 g, 81%). LRMS (ESI) m/z 256.3 [(M+H)+; calcd for C14H26NO3: 256.2].
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08377873B2 |
| 出典データセット | uspto-grants-2013_02 |
| ORD ID | ord-18816b7e3ee44641b9c64c2166db07d4 |
| 出典メモ | uspto-grants-2013_02 |