Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Triethylamine → 4-[[(R)-2-(3,4-Dichloro-phenylamino)-propionyl]-(2,2-dimethoxy-ethyl)-amino]-butyric acid tert-butyl ester
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | (R)-2-(3,4-Dichloro-phenylamino)-propionic acid | HCID 182146 | — |
| 반응물 | Potassium bisulfate | HCID 516920 | — |
| 반응물 | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| 반응물 | 4-(2,2-Dimethoxy-ethylamino)-butyric acid tert-butyl ester | HCID 86652689 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | 4-[[(R)-2-(3,4-Dichloro-phenylamino)-propionyl]-(2,2-dimethoxy-ethyl)-amino]-butyric acid tert-butyl ester | HCID 67074822 | — |
반응 단계
A solution of 0.99 g (4.00 mmol) of 4-(2,2-dimethoxy-ethylamino)-butyric acid tert-butyl ester (intermediate 30) in 24 ml of DMF was treated with 1.03 ml (4.40 mmol) of (R)-2-(3,4-dichloro-phenylamino)-propionic acid (62% ee) (intermediate 31), 0.48 ml (4.40 mmol) of triethylamine and at 0° C. with 2.28 g (6.00 mmol) of HATU. Over night, the suspension was naturally warmed to RT, poured on aqueous 10% KHSO4 solution and extracted with Et2O (3×). The organic phases were washed with aqueous saturated NaHCO3 and aqueous 10% NaCl, dried (Na2SO4) and evaporated to give after purification with flash chromatography (SiO2, dichloromethane/Et2O 97.5:2.5 to 4:1) 1.37 g (74%) of the titled compound as light yellow viscous oil. MS: 463.17 (MH+, 2Cl).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08445674B2 |
| 출처 데이터셋 | uspto-grants-2013_05 |
| ORD ID | ord-8446c34e150e4374843ab86150ef85bb |
| 출처 메모 | uspto-grants-2013_05 |