홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Sulfuric Acid → 3(S)-(6-Methoxy-pyridin-3-yl)-3-{2-oxo-3-[3-(6,7,8,9-tetrahydro-5H-pyrido[2,3-b]azepin-2-yl)-propyl]-2,3-dihydro-imidazol-1-yl}-propionic acid tert-butyl ester

HRID 993246
노트
인쇄 미리보기

반응식

HRID 993246 반응식
ClC(Cl)(O[C:5](=[O:11])OC(Cl)(Cl)Cl)Cl.[C:13]([O:17][C:18](=[O:36])[CH2:19][C@H:20]([NH:29][CH2:30][CH:31](OC)OC)[C:21]1[CH:22]=[N:23][C:24]([O:27][CH3:28])=[CH:25][CH:26]=1)([CH3:16])([CH3:15])[CH3:14].C(N(CC)CC)C.[N:44]1[C:49]2[NH:50][CH2:51][CH2:52][CH2:53][CH2:54][C:48]=2[CH:47]=[CH:46][C:45]=1[CH2:55][CH2:56][CH2:57][NH2:58].OS(O)(=O)=O>C1COCC1>[C:13]([O:17][C:18](=[O:36])[CH2:19][C@@H:20]([C:21]1[CH:22]=[N:23][C:24]([O:27][CH3:28])=[CH:25][CH:26]=1)[N:29]1[CH:30]=[CH:31][N:58]([CH2:57][CH2:56][CH2:55][C:45]2[CH:46]=[CH:47][C:48]3[CH2:54][CH2:53][CH2:52][CH2:51][NH:50][C:49]=3[N:44]=2)[C:5]1=[O:11])([CH3:14])([CH3:15])[CH3:16]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 1118Sulfuric AcidHCID 8471Triethylamine2회HCID 94429TriphosgeneHCID 111751973(S)-(2,2-dimethoxyethylamino)-3-(6-methoxypyridin-3-yl)propionate tert butyl esterHCID 184089753-(6,7,8,9-Tetrahydro-5H-pyrido[2,3-b]azepin-2-yl)-propylamine

생성물 1

HCID 70127621
3(S)-(6-Methoxy-pyridin-3-yl)-3-{2-oxo-3-[3-(6,7,8,9-tetrahydro-5H-pyrido[2,3-b]azepin-2-yl)-propyl]-2,3-dihydro-imidazol-1-yl}-propionic acid tert-butyl ester
수율 208.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매3회

실험 절차

To a solution of triphosgene (0.246 g, 0.804 mmol) in THF (5 mL) at 0° C. was added a mixture of 1-6 (0.78 g, 2.29 mmol), triethylamine (0.36 mL, 3.09 mmol) and THF (1 mL) over 10 minutes. After 30 minutes, the reaction was allowed to warm to ambient temperature and stir for 1 hour. The mixture was then purged with argon for 30 minutes, and to it was added a mixture of 3-6 (0.435 g, 2.52 mmol), triethylamine (0.36 mL, 3.09 mmol) and THF (5 mL). The mixture was then heated at 0° C. for 2 hours, allowed to cool to ambient temperature. 2M H2SO4 (2.5 mL) was then added, and the mixture stirred for 15 hours. The reaction was then quenched with a 10% w/v solution of K2CO3 (10 mL), diluted with ethyl acetate, washed with water and brine, dried over MgSO4, and concentrated to give 850 mg of 3-7 as a yellow oil, used crude in the next step.

후처리

  1. customThe mixture was then purged with argon for 30 minutes
  2. additionto it was added
  3. temperatureThe mixture was then heated at 0° C. for 2 hours
  4. temperatureto cool to ambient temperature
  5. stirringthe mixture stirred for 15 hours
  6. customThe reaction was then quenched with a 10% w/v solution of K2CO3 (10 mL)
  7. additiondiluted with ethyl acetate
  8. washwashed with water and brine
  9. dry with materialdried over MgSO4
  10. concentrationconcentrated

출처 및 근거

ORD 기록
ord-c565db741aff48ca86873d906c943edd
출처 데이터셋
uspto-grants-2002_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06472403B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트