Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 222510생성일: 2026년 10월 27일
Dimethylacetamide → {2-[(S)-2-(2-Benzyl-2H-tetrazol-5-yl)-pyrrolidin-1-yl]-1-cyclohexyl-2-oxo-ethyl}-carbamic acid tert-butyl ester
https://huagongshe.com/reaction/222510
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Dimethylacetamide | HCID 31374 | — |
| 반응물 | 1-Hydroxybenzotriazole | HCID 75771 | — |
| 반응물 | Diisopropylethylamine | HCID 81531 | — |
| 반응물 | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| 반응물 | N-(tert-Butoxycarbonyl)-L-cyclohexylglycine | HCID 7004938 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | {2-[(S)-2-(2-Benzyl-2H-tetrazol-5-yl)-pyrrolidin-1-yl]-1-cyclohexyl-2-oxo-ethyl}-carbamic acid tert-butyl ester | HCID 59787961 | 92% |
반응 단계
To a solution of (S)-tert-butoxycarbonylamino-cyclohexyl-acetic acid (123.8 mg, 0.48 mmol) in DMA (5 mL) is added HBTU (248.8 mg, 0.656 mmol), HOBt (88.6 mg, 0.656 mmol) and diisopropylethylamine (305 uL, 1.75 mmol). The mixture is stirred at room temperature for 5 minutes. A solution of compound D in DCM (5 mL) is added to the above mixture at 0° C. The reaction mixture is stirred at room temperature for 1 hour and concentrated under vacuum. The residue is diluted with EtOAc. The organic is washed with brine, citric acid (5%), brine, NaHCO3 (Sat.) and brine. The organic layer is then dried and concentrated under vacuum. The residue is purified by flash column chromatography (Hexanes/EtOAc) to provide the title compound 190 mg (92%). M+H+=369.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08207183B2 |
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| 출처 데이터셋 | uspto-grants-2012_06 |
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| ORD ID | ord-7709b56c7bfe46e192362c88c5d88a45 |
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| 출처 메모 | uspto-grants-2012_06 |
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