Hydrochloric Acid → HCID 14854210, 화합물

HRID 329794

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HRID 329794 반응식
[C:1]([O:5][C:6]([NH:8][C@@H:9]1[C:29](=[O:30])[N:11]2[C:12]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])=[C:13]([C:16]([O:18]CC=C)=[O:17])[CH2:14][CH2:15][C@H:10]12)=[O:7])([CH3:4])([CH3:3])[CH3:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[SnH](CCCC)(CCCC)CCCC.Cl>CC#N.CCOCC.O.C(Cl)(Cl)Cl>[C:1]([O:5][C:6]([NH:8][C@@H:9]1[C:29](=[O:30])[N:11]2[C:12]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])=[C:13]([C:16]([OH:18])=[O:17])[CH2:14][CH2:15][C@H:10]12)=[O:7])([CH3:4])([CH3:2])[CH3:3]

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 5948TributylstannaneHCID 11776TriphenylphosphineHCID 14281586HCID 14281586, 화합물

생성물 1

HCID 14854210HCID 14854210, 화합물수율 90%

시약·촉매·용매 3

HCID 962Water용매HCID 6212Chloroform용매HCID 21885917Acetonitrile ether용매

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온도
0 °C

실험 절차

To 700 mg (1.657 mMol) of 4-t-butyl 7β-t-butyloxycarbonylamino-3-allyloxycarbonyl-1-carba-3-cephem-4-carboxylate, dissolved in 12 ml of (1:1) CH3CN/(CH3CH2)2O, was added 174 mg (0.663 mMol) of triphenylphosphine and 20.34 mg (0.0829 mMol) of ##STR153## The reaction mixture was stirred for approximately 20 minutes and then cooled to 0° C. and treated with 0.464 ml (1.724 l) of (CH3CH2CH2CH2)3SnH. The reaction mixture was then allowed to cool and stirring was continued for 50 minutes. The crude reaction mixture was then treated with 1N HCl. This mixture was then poured into 100 ml of CHCl3 and 25 ml of H2O. The organic layer was separated, dried over anhydrous MgSO4, filtered, and concentrated, under reduced pressure to provide an oily solid. The crude product was recrystallized from CH2Cl2 /hexane to yield 570 mg (90%) of the title compound.

후처리

  1. temperatureto cool
  2. stirringstirring
  3. waitwas continued for 50 minutes
  4. customThe crude reaction mixture
  5. customThe organic layer was separated
  6. dry with materialdried over anhydrous MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated, under reduced pressure
  9. customto provide an oily solid
  10. customThe crude product was recrystallized from CH2Cl2 /hexane

출처 및 근거

ORD 기록
ord-8c4ecdf71a2946e985d12e9cb2ad5e2c
출처 데이터셋
uspto-grants-1990_01
특허 번호
US04892942

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