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Borane → 5-(2-Benzyloxy-4-cyclopentylmethylphenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Borane | HCID 6331 | — |
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | Cyclopentane, methylene- | HCID 73714 | — |
| 反応物 | 9-Borabicyclo(3.3.1)nonane | HCID 78966 | — |
| 反応物 | 5-(2-Benzyloxy-4-iodophenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one | HCID 68838643 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 溶媒 | 1,2-Dimethoxyethane | HCID 8071 | — |
| 生成物 | 5-(2-Benzyloxy-4-cyclopentylmethylphenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one | HCID 68838896 | — |
反応手順
To a solution of methylenecyclopentane (246 mg, 3 mmol) in THF (7.5 mL) is added 9-BBN (7.5 mL, 0.5M in THF, 3 mmol) and the mixture is stirred at RT for 18 h. A mixture of 5-(2-benzyloxy-4-iodophenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one (200 mg, 0.45 mmol), 3.38 mL of the borane solution previously prepared (0.675 mmol), resin-bound PPh3Pd (100 mg) and Na2CO3 (0.9 mL, 2M) in DME (5 mL) is heated in a microwave apparatus at 110° C. for 15 min. The mixture is filtered and the solvent removed under reduced pressure to give the title compound which is used directly in the next step.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08084448B2 |
| 出典データセット | uspto-grants-2011_12 |
| ORD ID | ord-78aa73b023354cb0974bc10b0523b56f |
| 出典メモ | uspto-grants-2011_12 |