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Pyridine → 2'-Deoxy-N-{[(9H-fluoren-9-yl)methoxy]carbonyl}cytidine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Pyridine | HCID 1049 | — |
| 反応物 | Chlorotrimethylsilane | HCID 6397 | — |
| 反応物 | Deoxycytidine hydrochloride | HCID 107488 | — |
| 反応物 | Fluorenylmethyl chloroformate | HCID 14261773 | — |
| 生成物 | 2'-Deoxy-N-{[(9H-fluoren-9-yl)methoxy]carbonyl}cytidine | HCID 14309996 | 97% |
反応手順
In one embodiment, 5′-O-DMTR-N4-FMOC-2′-deoxycytidine was prepared according to the following protocol. 30 g (37.9 mmol) of 2′-deoxycytidine hydrochloride were silylated with trimethylchlorosilane (75 ml) in pyridine(160 ml), followed by treatment with fluorenylmethoxycarbonyl chloride (33 g, 128 mmol). After hydrolysis with H2O (300 ml) and extraction with AcOEt/H2O, the N4-FMOC-2′-deoxycytidine was obtained in a 97% yield (49.5 g) as a colorless powder.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07534872B2 |
| 出典データセット | uspto-grants-2009_05 |
| ORD ID | ord-1b2549656a6349508cf1de1480512213 |
| 出典メモ | uspto-grants-2009_05 |