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Triisopropyl borate → (1S,2R)-4-[2-(tertbutyldimethylsilanyloxy)-1-ethyl-4-pyridin-3-yl-butoxy]benzeneboronic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triisopropyl borate | HCID 21531 | — |
| 反応物 | (3R,4S)-3-[4-(4-Bromophenoxy)-3-(t-butyldimethylsilanyloxy)hexyl]pyridine | HCID 57090865 | — |
| 反応物 | HCID 178418306 | HCID 178418306 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | (1S,2R)-4-[2-(tertbutyldimethylsilanyloxy)-1-ethyl-4-pyridin-3-yl-butoxy]benzeneboronic acid | HCID 20692751 | — |
反応手順
Prepared according to the method as described in Example 5b) from (3R,4S)-3-[4-(4-bromophenoxy)-3-(t-butyldimethylsilanyloxy)hexyl]pyridine (0.71 g, Example 88a)), tertbutyl lithium (1.80 ml, 1.7M in hexanes) and tri-isopropylborate (0.74 ml) in dry tetrahydrofuran (25 ml). After work up, the residue was purified by column chromatography eluting with a gradient 0-25% ethanol in ethyl acetate to give the sub-title compound as a foam (0.41 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06300352B1 |
| 出典データセット | uspto-grants-2001_10 |
| ORD ID | ord-7f4c6df0e94448b585531d8259735e6a |
| 出典メモ | uspto-grants-2001_10 |