Triphenylphosphine → HCID 22807221, 화합물

HRID 614555노트

반응식

HRID 614555 반응식
[CH2:1]1[C:4](=[O:5])[N:3]2[C@@H:6](C(O)=O)/[C:7](/[O:11][C@H:2]12)=[CH:8]/[CH2:9]O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(OC([N+](=NC(OCC)=O)[O-])=O)C>O1CCCC1.CCOCC.CCCCC>[O:5]=[C:4]1[N:3]2[C@H:2]([O:11][C:7]([CH:8]=[CH2:9])=[CH:6]2)[CH2:1]1

참가 물질

7

반응물 3

HCID 11776TriphenylphosphineHCID 5280980Clavulanic AcidHCID 131711458HCID 131711458, 화합물

생성물 1

HCID 22807221HCID 22807221, 화합물수율 66.7%

시약·촉매·용매 3

HCID 3283Diethyl Ether용매HCID 8003Pentane용매HCID 8028Tetrahydrofuran용매2회

실험 절차

Clavulanic acid (1.5 mmole) in dry tetrahydrofuran (5 ml) under a dry nitrogen atmosphere was treated with triphenylphosphine (1.5 mmole) and then, dropwise, diethylazoxicarboxylate (1.5 mmole) in dry tetrahydrofuran (2 ml). After addition was complete (2 minutes), the mixture was stirred for 30 minutes at room temperature and was then ice-cooled and diluted with a mixture of ether and n-pentane (1:2, 20 ml). The mixture was filtered and the filtrate was diluted with dry benzene (10 ml) and then concentrated to about 5 ml under reduced pressure to yield a solution of the title compound (1 mmole).

후처리

  1. additionAfter addition
  2. custom(2 minutes)
  3. temperatureice-cooled
  4. filtrationThe mixture was filtered
  5. additionthe filtrate was diluted with dry benzene (10 ml)
  6. concentrationconcentrated to about 5 ml under reduced pressure

출처 및 근거

ORD 기록
ord-34b7a54a358440d7a798a5985e355b41
출처 데이터셋
uspto-grants-1979_03
특허 번호
US04145430

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