Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Diethylmethylamine → benzyl(4aR,7aR)-2-benzamido-7a-(2-thienyl)-4,4a,5,7-tetrahydropyrrolo[3,4-d][1,3]thiazine-6-carboxylate
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Diethylmethylamine | HCID 12022 | — |
| 반응물 | Acetonitrile methanol | HCID 21959252 | — |
| 반응물 | Racemic Benzyl 2-benzamido-7a-(2-thienyl)-4,4a,5,7-tetrahydropyrrolo[3,4-d][1,3]thiazine-6-carboxylate | HCID 89832303 | — |
| 용매 | Carbon Dioxide | HCID 280 | — |
| 생성물 | benzyl(4aR,7aR)-2-benzamido-7a-(2-thienyl)-4,4a,5,7-tetrahydropyrrolo[3,4-d][1,3]thiazine-6-carboxylate | HCID 86762220 | 46.5% |
반응 단계
Racemic benzyl 2-benzamido-7a-(2-thienyl)-4,4a,5,7-tetrahydropyrrolo[3,4-d][1,3]thiazine-6-carboxylate (34 g, 63 mmol) is chirally purified by SFC (Column: Chiralpak IC (5μ), 2×250 mm; eluent: 40% methanol/acetonitrile (8/2) with 0.2% diethylmethyl amine) in CO2; flow: 65 mL/min at UV 260 nm). The second eluting isomer is the title compound (14 g, 42%, >98% ee): [α]D20=−30 (C=1.0, methanol), ES/MS (m/e) 478 (M+H).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08889856B2 |
| 출처 데이터셋 | uspto-grants-2014_11 |
| ORD ID | ord-ca040cb5f6f24e679dd2b227dfd24d19 |
| 출처 메모 | uspto-grants-2014_11 |