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Triphenylphosphine → Methyl 3-(benzyloxy)-5-[(1S)-2-methoxy-1-methylethoxy]benzoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | (R)-(-)-1-Methoxy-2-propanol | HCID 2733589 | — |
| 反応物 | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| 反応物 | Methyl 3-(benzyloxy)-5-hydroxybenzoate | HCID 7472028 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | Methyl 3-(benzyloxy)-5-[(1S)-2-methoxy-1-methylethoxy]benzoate | HCID 59127167 | — |
反応手順
To a solution of methyl 3-hydroxy-5-{[phenylmethyl]oxy}benzoate (77.4 mmol) in THF was added polymer-supported triphenylphosphine (51.7 g of 3 mmol/g loading, 155 mmol) and (R)-(−)-1-methoxy-2-propanol (102 mmol). The stirred solution was blanketed with argon and cooled in an ice bath. A solution of DIAD (116 mmol) was added dropwise by syringe over 10 minutes. The solution was stirred for 20 minutes and filtered, washing the residue with THF (500 mL). The filtrate and washings were combined, and evaporated to give the desired compound which was used without further purification.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07745475B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-46df3d4e346b462d9a63af4d3896d956 |
| 出典メモ | uspto-grants-2010_06 |