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tert-butyl N-[(2S)-4-methyl-1-oxopentan-2-yl]carbamate → 4-t-Butyloxycarbonylamino-3-hydroxy-6-methylhept-1-ene
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | tert-butyl N-[(2S)-4-methyl-1-oxopentan-2-yl]carbamate | HCID 104275 | — |
| 反応物 | HCID 178418507 | HCID 178418507 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 4-t-Butyloxycarbonylamino-3-hydroxy-6-methylhept-1-ene | HCID 13856048 | — |
反応手順
To a stirred 0° C. solution of Boc-leucinal (3.00 g, 13.9 mmol) in dry THF (70 ml) was added vinyl magnesium bromide (35 ml of a 1.0M solution in THF). After 5 hours, the mixture was quenched with 1.0M NH4Cl (50 ml). Most of the THF was evaporated in vacuo and the residue was extracted with ether several times. The combined extracts were washed (brine), dried (Na2SO4), filtered, and evaporated to give the desired product as a 3:2 mixture of hydroxydiastereomers in 65% field.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04725584 |
| 出典データセット | uspto-grants-1988_02 |
| ORD ID | ord-8bab05ee85f7428ab7f581565106fcda |
| 出典メモ | uspto-grants-1988_02 |