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(4S)-2,8-Dimethyl-4-[(toluenesulfonyl)amino]-5-nonanone → (4S)-2,8-Dimethyl-5-hydroxy-4-[(toluenesulfonyl)amino]-5-vinylnonane
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | (4S)-2,8-Dimethyl-4-[(toluenesulfonyl)amino]-5-nonanone | HCID 70040285 | — |
| 反応物 | HCID 178418507 | HCID 178418507 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | (4S)-2,8-Dimethyl-5-hydroxy-4-[(toluenesulfonyl)amino]-5-vinylnonane | HCID 70042447 | 95% |
反応手順
To a stirred 0° C. solution of the resultant compound of Example 7 (79 mg, 0.23 mmol) in dry THF (8 mL) was added vinyl magnesium bromide (1.5 mL of a 1.0 M solution in THF) dropwise. The mixture was warmed (room temperature, 10 hours), quenched (8 mL H2O+2 mL brine), acidified with 0.1M H3PO4 (pH=7), and extracted with ether (3×4 mL). The combined ether phase was washed (4 mL brine), dried (Na2SO4), filtered, and evaporated to give 81 mg (95%) of the desired product as a 4:1 mixture of diastereomers.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05091575 |
| 出典データセット | uspto-grants-1992_02 |
| ORD ID | ord-e5b2463fcff547738d43d77de10dcee7 |
| 出典メモ | uspto-grants-1992_02 |