Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Dibutyltin dichloride → 4-(2-Methoxycarbonyl-thiophen-3-ylamino)-piperidine-1-carboxylic acid benzyl ester
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Dibutyltin dichloride | HCID 12688 | — |
| 반응물 | Phenylsilane | HCID 12752 | — |
| 반응물 | Methyl 3-amino-2-thiophenecarboxylate | HCID 89652 | — |
| 반응물 | Benzyl 4-oxopiperidine-1-carboxylate | HCID 643496 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | 4-(2-Methoxycarbonyl-thiophen-3-ylamino)-piperidine-1-carboxylic acid benzyl ester | HCID 68424861 | 101.4% |
반응 단계
Reductive amination of 3-amino-thiophene-2-carboxylic acid methyl ester (3.0 g, 19.1 mmol) and 4-oxo-piperidine-1-carboxylic acid benzyl ester (4.46 g, 19.1 mmol) in THF (4.6 mL) employing Bu2SnCl2 (0.598 g, 1.92 mmol) and PhSiH3 (2.58 mL, 21.6 mmol) was carried out as described for example 19, step 1 gave 4-(2-methoxycarbonyl-thiophen-3-ylamino)-piperidine-1-carboxylic acid benzyl ester (7.25 g, quantitative). NMR 1H (CDCl3, 400 MHz): 7.4-7.3 (m, 6H), 6.9-6.78 (m, 1H), 6.7-6.6 (m, 1H), 5.14 (s, 2H), 4.15-4.0 (m, 2H), 3.81 (s, 3H), 3.6-3.45 (m), 3.1 (brt, 2H), 2.1-1.9 (m, 2H), 1.6-1.45 (m, 2H).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08829030B2 |
| 출처 데이터셋 | uspto-grants-2014_09 |
| ORD ID | ord-7cbc4f34d00440aabc26ce241c80932d |
| 출처 메모 | uspto-grants-2014_09 |