Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1368188생성일: 2026년 10월 27일
6,7-Dimethoxy-1,2,3,4-Tetrahydroisoquinoline → (+/-)-6,7-Dimethoxy-2-{[1-(tert-butyloxycarbonyl)-3-piperidyl]carbonyl}-1,2,3,4-tetrahydroisoquinoline
https://huagongshe.com/reaction/1368188
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 6,7-Dimethoxy-1,2,3,4-Tetrahydroisoquinoline | HCID 15623 | — |
| 반응물 | 1-Hydroxybenzotriazole | HCID 75771 | — |
| 반응물 | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| 반응물 | 1-((Tert-butoxy)carbonyl)piperidine-3-carboxylic acid | HCID 2735647 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | (+/-)-6,7-Dimethoxy-2-{[1-(tert-butyloxycarbonyl)-3-piperidyl]carbonyl}-1,2,3,4-tetrahydroisoquinoline | HCID 18520105 | 71.2% |
반응 단계
A conventional amidation reaction was carried out using a dichloromethane solution (40 ml) of 2.53 g of (±)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline, 3.0 g of N-(tert-butyloxycarbonyl)nipecotic acid, 3.0 g of 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide hydrochloride and 0.89 g of 1-hydroxybenztriazole to give 3.77 g of (±)-6,7-dimethoxy-2-{[1-(tert-butyloxycarbonyl)-3-piperidyl]carbonyl}-1,2,3,4-tetrahydroisoquinoline. Deprotection of 3.77 g of (±)-6,7-dimethoxy-2-{[1-(tert-butyloxycarbonyl)-3-piperidyl]carbonyl}-1,2,3,4-tetrahydroisoquinoline was further carried out using 10 ml of an ethyl acetate solution containing 4N hydrochloric acid to give 2.30 g of (±)-6,7-dimethoxy-2-[(3-piperidyl)carbonyl]-1,2,3,4-tetrahydroisoquinoline hydrochloride as colorless crystals.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US06573279B1 |
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| 출처 데이터셋 | uspto-grants-2003_06 |
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| ORD ID | ord-093d16aa59cb4d06882784b3654fd836 |
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| 출처 메모 | uspto-grants-2003_06 |
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