Potassium Carbonate → HCID 59568622, 화합물

HRID 216935

반응식

HRID 216935 반응식
[NH2:1][C:2](=[O:29])[C@@H:3]([NH:12][C:13]([C:15]1([NH:21][C:22](=[O:28])[O:23][C:24]([CH3:27])([CH3:26])[CH3:25])[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1)=[O:14])[CH2:4][C:5]1[CH:10]=[CH:9][C:8](I)=[CH:7][CH:6]=1.[CH3:30][S:31]([O:34][C:35]1[CH:36]=[C:37](B(O)O)[CH:38]=[CH:39][CH:40]=1)(=[O:33])=[O:32].C(=O)([O-])[O-].[K+].[K+]>C(#N)C.O>[CH3:30][S:31]([O:34][C:35]1[CH:36]=[C:37]([C:8]2[CH:9]=[CH:10][C:5]([CH2:4][C@H:3]([NH:12][C:13]([C:15]3([NH:21][C:22]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:28])[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)=[O:14])[C:2]([NH2:1])=[O:29])=[CH:6][CH:7]=2)[CH:38]=[CH:39][CH:40]=1)(=[O:33])=[O:32]

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 595685463-(Methylsulfonyloxy)phenylboronic acidHCID 59568595(S)-tert-Butyl 4-(1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate

생성물 1

HCID 59568622HCID 59568622, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 6342Acetonitrile용매

실험 절차

(S)-tert-butyl 4-(1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate (Example 1, step (iii), 300 mg), 3-(methylsulfonyloxy)phenylboronic acid (Example 12, step (i), 125 mg) and potassium carbonate (240 mg) in acetonitrile (10 mL) and water (5 mL) were stirred and heated at 90° C. under a nitrogen atmosphere with 1,1 bis(di-tert-butylphosphino)ferrocene palladium dichloride (11 mg). After 20 h the reaction was complete and the solvents were removed under reduced pressure. The residue was partitioned between water (100 mL) and ethyl acetate (100 mL), and the organic phase collected and dried over magnesium sulfate. The extract was concentrated to a gum and the crude material purified by chromatography on silica eluting with ethyl acetate to afford the sub-titled is compound (120 mg).

후처리

  1. customthe solvents were removed under reduced pressure
  2. customThe residue was partitioned between water (100 mL) and ethyl acetate (100 mL)
  3. customthe organic phase collected
  4. dry with materialdried over magnesium sulfate
  5. concentrationThe extract was concentrated to a gum
  6. customthe crude material purified by chromatography on silica eluting with ethyl acetate
  7. customto afford the

출처 및 근거

ORD 기록
ord-e76ff5577a834b8eb64319a8d913417a
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08193239B2

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