참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Imidazole | HCID 795 | — |
| 반응물 | Dimethylformamide | HCID 6228 | — |
| 반응물 | tert-Butyldiphenylchlorosilane | HCID 94078 | — |
| 반응물 | N-((Phenylmethoxy)carbonyl)-L-serine methyl ester | HCID 6999535 | — |
| 생성물 | HCID 87884639 | HCID 87884639 | 99% |
반응 단계
Subsequently, to a solution of N-carbobenzyloxy-L-serine methyl ester (4.40 g, 16.7 mmol) in dimethylformamide (210 ml) were added t-butyldiphenylsilyl chloride (5.20 ml, 20.0 mmol) and imidazole (1.36 g, 20.0 mmol) in an ice bath, and the mixture was stirred at room temperature for 3 days. After checking the completion of the reaction, the reaction mixture was partitioned between ethyl acetate and 10% aqueous sodium chloride solution. The organic layer was washed successively with saturated aqueous sodium hydrogencarbonate solution and saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by chromatography on a silica gel column using n-hexane:ethyl acetate (8:1→6:1) as the eluant to afford t-butyldiphenylsilyloxy-N-carbobenzyloxy-L-serine methyl ester (18.8 g, 99%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07001897B2 |
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| 출처 데이터셋 | uspto-grants-2006_02 |
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| ORD ID | ord-69b9594d73504a47a2463d692ed1ecbb |
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| 출처 메모 | uspto-grants-2006_02 |
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