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Trimethylsilyl triflate → Ethyl 2,3,4,6-tetra-O-acetyl-1-thio-beta-D-galactopyranoside
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Trimethylsilyl triflate | HCID 65367 | — |
| 反応物 | D-galactose, 2,3,4,5,6-pentaacetate | HCID 81232 | — |
| 反応物 | (Ethylthio)trimethylsilane | HCID 2733426 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | Ethyl 2,3,4,6-tetra-O-acetyl-1-thio-beta-D-galactopyranoside | HCID 10572588 | 89% |
反応手順
A mixture of galactose pentaacetate (38.00 g, 97.43 mmol), (ethylthio)trimethylsilane (19.60 g, 146.15 mmol) and trimethylsilyl trifluoromethanesulfonate (23.60 g, 106.20 mmol) in CH2Cl2 (150 ml) was stirred overnight at room temperature. The reaction mixture was diluted with CH2Cl2 (150 ml) and washed with 1M Na2CO3 solution (300 ml), water (300 ml), dried over MgSO4 and concentrated. The residue was crystallised from hexane/diisopropyl ether 1:1 (v/v) to give ethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside (34.00 g, 89%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06723843B2 |
| 出典データセット | uspto-grants-2004_04 |
| ORD ID | ord-271527c23872455486f25618a7eb7281 |
| 出典メモ | uspto-grants-2004_04 |