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Dicyclohexylcarbodiimide → 2-(6-Aminopurin-9-yl)ethoxymethyl-(3-hexadecoxypropoxy)phosphinic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dicyclohexylcarbodiimide | HCID 10868 | — |
| 反応物 | Adefovir | HCID 60172 | — |
| 反応物 | 3-(Hexadecyloxy)propan-1-ol | HCID 165753 | — |
| 溶媒 | Pyridine | HCID 1049 | — |
| 生成物 | 2-(6-Aminopurin-9-yl)ethoxymethyl-(3-hexadecoxypropoxy)phosphinic acid | HCID 483471 | — |
反応手順
To a mixture of adefovir (1.36 g, 5 mmol) and 3-hexadecyloxy-1-propanol (1.8 g, 6 mmol) in dry pyridine was added DCC (2.06 g, 10 mmol). The mixture was heated to reflux and stirred 18 h then cooled and filtered. The filtrate was concentrated under reduced pressure and the residue was applied to a short column of silica gel. Elution of the column with 9:1 dichloromethane/methanol yielded hexadecyloxypropyl-adefovir (HDP-ADV) as a white powder.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07790703B2 |
| 出典データセット | uspto-grants-2010_09 |
| ORD ID | ord-3281dd10aeb244d2b93fd18161c418c9 |
| 出典メモ | uspto-grants-2010_09 |