참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Ammonia | HCID 222 | — |
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | Isobutyl chloroformate | HCID 62365 | — |
| 반응물 | (2R)-1-((Benzyloxy)carbonyl)piperidine-2-carboxylic acid | HCID 688346 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 생성물 | (R)-1-Cbz-2-(aminocarbonyl)piperidine | HCID 27281977 | 88% |
반응 단계
13.15 g (50 mmoles) of Z-D-Pip-OH (L. Balaspiri et al.: Monatsh. Chem. 101, 177/1970/) are dissolved in 100 ml of ethyl acetate, 7.0 ml (50 mmoles) of triethylamine are added, and the solution is cooled to -20° C. 6.5 ml (50 mmoles) of isobutyl chloroformate are added dropwise to the stirred solution at the same temperature, thereafter the mixture is stirred for 15 minutes, and then gaseous ammonia is introduced into the mixture at -10° C. for 1.5 hours. The separated precipitate is filtered off, the filtrate is washed with n hydrochloric acid, n sodium hydrocarbonate solution and water, dried over anhydrous sodium sulfate and evaporated. The residue is crystallized from a mixture of ethyl acetate and ether to obtain 11.5 g (88%) of Z-D-Pip-NH2 ; m.p.: 114°-115° C., Rf2 =0.50, [α]D25 =+32.0° (c=1%, in methanol).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US04299821 |
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| 출처 데이터셋 | uspto-grants-1981_11 |
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| ORD ID | ord-db7539b1b1a14069a917a026870485c0 |
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| 출처 메모 | uspto-grants-1981_11 |
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