関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Ethyl Acetate | HCID 8857 | — |
| 反応物 | Diisobutylaluminum hydride | HCID 14487 | — |
| 反応物 | (7S,10S,13S)-10-Isopropyl-13-methanesulfonylamino-9,12-dioxo-2-oxa-8,11-diaza-bicyclo[13.2.2]nonadeca-1(18),15(19),16-triene-7-carboxylic acid methyl ester | HCID 66847432 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | HCID 86650246 | HCID 86650246 | — |
反応手順
Ester 55 (40 mg) was dissolved in DCM (6 mL) under an atmosphere of argon. The reaction was cooled to −78° C. To the resultant solution DIBAL (0.46 mL) was added dropwise. This was stirred for 2 h before being allowed to warm to rt overnight. The reaction mixture was partitioned between EtOAc and 1M hydrochloric acid. The aqueous phase was extracted again with EtOAc and the combined organic extracts were dried (MgSO4), filtered and concentrated in vacuo. Purification was achieved using flash chromatography, eluting with a gradient of 1/1 EtOAc/(50/70) petroleum ether to EtOAc to yield a light brown solid, 7 mg, 19%. Rf=0.25 (1/1 EtOAc/(50/70) petroleum ether).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US09434762B2 |
|---|
| 出典データセット | uspto-grants-2016_09 |
|---|
| ORD ID | ord-a6a5fe420e264461a6129f8bc95ee3e8 |
|---|
| 出典メモ | uspto-grants-2016_09 |
|---|
