참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 2-Fluorothiophenol | HCID 520216 | — |
| 반응물 | 2-{6-[((1R,2R)-2-hydroxycyclopentyl)amino]-purin-9-yl}(4S,5S,3R)-5-(chloromethyl)oxolane-3,4-diol | HCID 67189486 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 용매 | Sodium Hydroxide | HCID 14798 | — |
| 생성물 | HCID 10434433 | HCID 10434433 | 85.4% |
반응 단계
To a solution of 2-fluorothiophenol (38 mL, 406 mmol) in 2N sodium hydroxide (100 mL) was added 2-{6-[((1R,2R)-2-hydroxycyclopentyl)amino]purin-9-yl}(4S,5S,3R)-5-(chloromethyl)oxolane-3,4-diol (15.0 g, 40.6 mmol) in N,N-dimethylformamide (120 mL). The mixture was warmed to 100 C for 4 hours, following the progress of the reaction by TLC. The N,N-dimethylformamide was removed under reduced pressure, and the remaining mixture was diluted with water (200 mL), neutralized with acetic acid, extracted with ethyl acetate (3×125 mL), and the combined organic layers were dried over MgSO4. After removing the solvent under reduced pressure the residue was triturated with diethyl ether and filtered, to afford 16 grams of 2-{6-[((1R,2R)-2-hydroxycyclopentyl)amino]purin-9-yl}(4S,5S,3R)-5-[(2-fluorophenylthio)methyl]oxolane-3,4-diol as a white powder.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07939509B2 |
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| 출처 데이터셋 | uspto-grants-2011_05 |
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| ORD ID | ord-4d3b175681e0492eac47b52da4c361c7 |
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| 출처 메모 | uspto-grants-2011_05 |
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