化工社化工社 化学情報印刷レポート · 研究参考用
3-Fluorobenzyl bromide → (R)-3-[8-(3-fluoro-benzyloxy)-octanoylamino]-4-dimethylamino-butyric acid benzyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3-Fluorobenzyl bromide | HCID 68007 | — |
| 反応物 | 1,8-Octanediol | HCID 69420 | — |
| 反応物 | (R)-benzyl 3-amino-4-(dimethylamino)butanoate dihydrochloride | HCID 46223507 | — |
| 反応物 | 8-(3-Fluoro-benzyloxy)-octan-1-ol | HCID 66874768 | — |
| 反応物 | 8-(3-Fluoro-benzyloxy)-octanoic acid | HCID 66874952 | — |
| 生成物 | (R)-3-[8-(3-fluoro-benzyloxy)-octanoylamino]-4-dimethylamino-butyric acid benzyl ester | HCID 66875163 | — |
反応手順
The title compound, m/e=397.4 ([M+H]+), was produced in analogy with intermediate 1, steps 1 to 4. Thus, 1,8-octanediol was alkylated in step 1 with 3-fluorobenzyl bromide, leading to 8-(3-fluoro-benzyloxy)-octan-1-ol, which was oxidized in step 2 to 8-(3-fluoro-benzyloxy)-octanoic acid. This was coupled in step 3 with (R)-3-amino-4-dimethylamino-butyric acid benzyl ester dihydrochloride to produce (R)-3-[8-(3-fluoro-benzyloxy)-octanoylamino]-4-dimethylamino-butyric acid benzyl ester, which was hydrogenated in step 4.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08673946B2 |
| 出典データセット | uspto-grants-2014_03 |
| ORD ID | ord-c6b835792e22495dac3c16ba637f9ecd |
| 出典メモ | uspto-grants-2014_03 |