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

4-Methylmorpholine → HCID 131718638, 화합물

HRID 1742143
노트
인쇄 미리보기

반응식

HRID 1742143 반응식
ClC(OCC(C)C)=O.[C:9]([NH:28][C:29]1[S:30][CH:31]=[C:32]([C:34](=[N:38][O:39][CH2:40][CH3:41])[C:35]([OH:37])=O)[N:33]=1)([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.CN1CCOCC1.[CH3:49][C:50]([O:52][CH2:53][C:54]1[CH2:63][S:62][C@@H:57]2[C@H:58]([NH2:61])[C:59](=[O:60])[N:56]2[C:55]=1[C:64]([OH:66])=[O:65])=[O:51]>C(Cl)Cl.C(N(CC)CC)C.O1CCCC1>[C:50]([O:52][CH2:53][C:54]1[CH2:63][S:62][C@@H:57]2[CH:58]([NH:61][C:35](=[O:37])[C:34]([C:32]3[N:33]=[C:29]([NH:28][C:9]([C:10]4[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=4)([C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=4)[C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=4)[S:30][CH:31]=3)=[N:38][O:39][CH2:40][CH3:41])[C:59](=[O:60])[N:56]2[C:55]=1[C:64]([OH:66])=[O:65])(=[O:51])[CH3:49]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 79724-MethylmorpholineHCID 62365Isobutyl chloroformateHCID 4413287-Aminocephalosporanic acidHCID 54056605HCID 54056605, 화합물

생성물 1

HCID 131718638HCID 131718638, 화합물

시약·촉매·용매 3

HCID 6344Dichloromethane용매
2회
HCID 8028Tetrahydrofuran용매
HCID 8471Triethylamine용매

반응 조건

온도
-20 °C

실험 절차

1.17 ml of isobutyl chloroformate was added dropwise under an inert atmosphere to a mixture of 4.1 g of the product of Step C, 36 ml of tetrahydrofuran, 27 ml of methylene chloride and 0.99 ml of N-methyl-morpholine cooled to -20° C. and after standing at -20° C. for 3 minutes, the mixture was cooled to -35° C. and a solution of 2.45 g of 7-aminocephalosporanic acid in 45 ml of methylene chloride and 252 ml of triethylamine were added thereto. The mixture stood for 21/2 hours with spontaneous heating and was then evaporated to dryness. The residue was taken up in a mixture of methylene chloride, water and N hydrochloric acid with a pH of 1-2 and the mixture was extracted with methylene chloride. The organic extracts were washed with water, dried and vacuum filtered. The filtrate was evaporated to dryness and the residue was taken up in ethyl acetate. The solution was diluted with isopropyl ether and was stirred and vacuum filtered The recovered product was rinsed with isopropyl ether and dri to obtain 4.87 g of the anti isomer of 3-acetoxymethyl-7-[2-(2-tritylamino-4-thiazolyl)-2-ethoxyiminoacetamido]-ceph-3-em-4-carboxylic acid. The said product was dissolved in 10 ml of hot ethyl acetate and the solution was slowly diluted with isopropyl ether. The mixture was stirred and was vacuum filtered and the recevered product was rinsed with isopropyl ether and dried to obtain 4.53 g of purified product.

후처리

  1. temperaturethe mixture was cooled to -35° C.
  2. custom2 hours
  3. temperaturewith spontaneous heating
  4. customwas then evaporated to dryness
  5. additionThe residue was taken up in a mixture of methylene chloride, water and N hydrochloric acid with a pH of 1-2
  6. extractionthe mixture was extracted with methylene chloride
  7. washThe organic extracts were washed with water
  8. customdried
  9. filtrationvacuum filtered
  10. customThe filtrate was evaporated to dryness
  11. additionThe solution was diluted with isopropyl ether
  12. filtrationvacuum filtered The recovered product
  13. washwas rinsed with isopropyl ether and dri

출처 및 근거

ORD 기록
ord-f382833fa700481ebfa33759a8b230c1
출처 데이터셋
uspto-grants-1994_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05336776

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트