참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | Ethyl chloroformate | HCID 10928 | — |
| 반응물 | 6-(((Phenylmethoxy)carbonyl)amino)hexanoic acid | HCID 74758 | — |
| 반응물 | N-Hydroxysuccinimide | HCID 80170 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | HCID 12686579 | HCID 12686579 | 82.7% |
반응 단계
Triethylamine (0.63 ml, 4.52 mmol) is added to a solution of 6-(benzyloxycarbonylamino)hexanoic acid (1.00 g, 3.77 mmol) in dimethylformamide (20 ml) and the mixture is left to stir at ambient temperature and under argon for 30 minutes. The solution is cooled to 0° C. and ethyl chloroformate (0.43 ml, 4.52 mmol) is added dropwise. After two hours at ambient temperature, N-hydroxysuccinimide (0.52 g, 4.52 mmol) is added and the mixture is left to stir overnight at ambient temperature. The mixture is evaporated to dryness before taking up the residue in water to which ethyl acetate is added. The phases are separated and the aqueous phase is extracted with ethyl acetate. The organic phases are combined, dried over sodium sulfate, filtered and evaporated to dryness before purification on a silica gel column with an ethyl acetate/pentane mixture (75/25 v/v) as eluent. The fractions, once evaporated, give 1.13 g of succinimidyl 6(benzyloxycarbonylamino)hexanoate in the form of an oil.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08492352B2 |
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| 출처 데이터셋 | uspto-grants-2013_07 |
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| ORD ID | ord-b56ca78aef7541079ab63fcc5c021f81 |
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| 출처 메모 | uspto-grants-2013_07 |
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