Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → (R)-1-((2S,3S)-3-hexyl-4-oxooxetan-2-yl)hept-5-en-2-yl 2-methanamidoethanoate
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| 반응물 | Formylglycine | HCID 75606 | — |
| 반응물 | HCID 87625200 | HCID 87625200 | — |
| 촉매 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 용매 | O-Xylene | HCID 7237 | — |
| 생성물 | (R)-1-((2S,3S)-3-hexyl-4-oxooxetan-2-yl)hept-5-en-2-yl 2-methanamidoethanoate | HCID 87624001 | 57.1% |
반응 단계
Prepared according to representative procedure described in Example 48 above (i.e., acylation) using hydroxy β-lactone 13k (15.6 mg, 0.058 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (14.4 mg, 0.075 mmol), 4-dimethylaminopyridine (8.7 mg, 0.070 mmol), 0.5 mL of xylene were azeotroped in vacuo for 1.0 h. The residue was then dissolved in CH2Cl2 (1.5 mL) and N-formyl glycine (9.0 mg, 0.087 mmol) was added. After twelve hours resulting mixture was purified by chromatography (SiO2, gradient 10-40% EtOAc:hexanes) to afford β-lactone 17g (11.7 mg, 57%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08258321B2 |
| 출처 데이터셋 | uspto-grants-2012_09 |
| ORD ID | ord-9025993cc1364b88a93e616116fc66db |
| 출처 메모 | uspto-grants-2012_09 |