참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Butylamine | HCID 8007 | — |
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | Ethyl chloroformate | HCID 10928 | — |
| 반응물 | Benzyloxycarbonyl-L-proline | HCID 101987 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 생성물 | (S)-1-benzyloxycarbonyl-N-butyl-2-pyrrolidinecarboxamide | HCID 13564336 | 70.7% |
반응 단계
In 50 ml of THF was dissolved 4.99 g of N-benzyloxycarbonyl-L-proline and then 2.23 g of triethylamine was added to the solution. Then, after slowly adding thereto 2.39 g of ethyl chloroformate under ice-cooling, the reaction was maintained for one hour at 0° C. to 5° C. Then, 2.19 g of n-butylamine was slowly added to the reaction mixture under ice-cooling, the reaction was further performed for one hour at 0° C. to 5° C. The solvent was removed from the reaction mixture, the residue thus formed was dissolved in ethyl acetate, and the solution was washed successively with an aqueous solution of 1N hydrochloric acid, a saturated aqueous sodium hydrogencarbonate solution, and a saturated aqueous sodium chloride solution. The organic layer this formed was collected, dried by Glauber's salt, and then concentrated by dryness. The product was recrystallized from water to provide 4.31 g of (S)-1-benzyloxycarbonyl-N-butyl-2-pyrrolidinecarboxamide (30). M.p. 88°-90° C.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US04610821 |
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| 출처 데이터셋 | uspto-grants-1986_09 |
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| ORD ID | ord-26facd80d0444cda9e764bbf6f3a0d5c |
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| 출처 메모 | uspto-grants-1986_09 |
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