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Dicyclohexylcarbodiimide → HCID 68147853, 화합물

HRID 267490
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HRID 267490 반응식
[NH2:1][CH:2]1[C:25](=[O:26])[N:4]2[C:5]([C:9]([O:11]C(C3C=CC=CC=3)C3C=CC=CC=3)=[O:10])=[CH:6][CH2:7][S:8][C@H:3]12.[F:27][C:28]([F:36])([F:35])[S:29]([CH2:31][C:32](O)=[O:33])=[O:30].C1(N=C=NC2CCCCC2)CCCCC1>O1CCCC1>[F:27][C:28]([F:36])([F:35])[S:29]([CH2:31][C:32]([NH:1][CH:2]1[C:25](=[O:26])[N:4]2[C:5]([C:9]([OH:11])=[O:10])=[CH:6][CH2:7][S:8][C@H:3]12)=[O:33])=[O:30]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 12098365Benzhydryl 7-amino-3-cephem-4-carboxylateHCID 234231292408-16-4

생성물 1

HCID 68147853HCID 68147853, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 0.78 g (2 mmol) of benzhydryl 7-amino-3-cephem-4-carboxylate (South African Pat. No. 71/06719), 0.35 g (2 mmol) of trifluoromethylsulfinylacetic acid and 0.4 g (2 mmol) of dicyclohexylcarbodiimide in dry tetrahydrofuran (15 ml) is stirred at room temperature overnight. The precipitate is collected and washed with tetrahydrofuran and the combined filtrate and washings are evaporated in vacuo. The residue is treated with a cold solution of trifluoroacetic acid (10 ml) and anisole (0.5 g) for 15 minutes and then concentrated in vacuo. The residue is dissolved in ethyl acetate and treated with 5 percent aqueous sodium bicarbonate. The aqueous phase is adjusted to pH 2 and the precipitated product is collected and dried.

후처리

  1. customThe precipitate is collected
  2. washwashed with tetrahydrofuran
  3. customthe combined filtrate and washings are evaporated in vacuo
  4. additionThe residue is treated with a cold solution of trifluoroacetic acid (10 ml) and anisole (0.5 g) for 15 minutes
  5. concentrationconcentrated in vacuo
  6. dissolutionThe residue is dissolved in ethyl acetate
  7. additiontreated with 5 percent aqueous sodium bicarbonate
  8. customthe precipitated product is collected
  9. customdried

출처 및 근거

ORD 기록
ord-19506bbe1c5848eaa93e42d8388262b1
출처 데이터셋
uspto-grants-1976_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03943127

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