HCID 69391299, 화합물 → HCID 69385752, 화합물

HRID 916806노트

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HRID 916806 반응식
[CH3:1][C:2]1(C)[O:7][C:6]2[CH:8]=[CH:9][C:10]([C@H:12]3[O:16]C(=O)[N:14]([CH2:18][CH2:19][C:20]4[CH:44]=[CH:43][C:23]([O:24][CH2:25][CH2:26][O:27][CH2:28][C:29]5[CH:30]=[C:31]([NH:35][C:36]([C:38]6[O:39][CH:40]=[CH:41][CH:42]=6)=[O:37])[CH:32]=[CH:33][CH:34]=5)=[CH:22][CH:21]=4)[CH2:13]3)=[CH:11][C:5]=2[CH2:4][O:3]1.O([Si](C)(C)C)[K]>C1COCC1>[C:2]([OH:7])(=[O:3])[CH3:1].[OH:16][C@H:12]([C:10]1[CH:9]=[CH:8][C:6]([OH:7])=[C:5]([CH2:4][OH:3])[CH:11]=1)[CH2:13][NH:14][CH2:18][CH2:19][C:20]1[CH:44]=[CH:43][C:23]([O:24][CH2:25][CH2:26][O:27][CH2:28][C:29]2[CH:30]=[C:31]([NH:35][C:36]([C:38]3[O:39][CH:40]=[CH:41][CH:42]=3)=[O:37])[CH:32]=[CH:33][CH:34]=2)=[CH:22][CH:21]=1

참가 물질

4

반응물 2

HCID 69391299HCID 69391299, 화합물HCID 178504318HCID 178504318, 화합물

생성물 1

HCID 69385752HCID 69385752, 화합물수율 20.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
75 °C

실험 절차

N-(3-{[2-(4-{2-[(5R)-5-(2,2-Dimethyl-4H-1,3-benzodioxin-6-yl)-2-oxo-1,3-oxazolidin-3-yl]ethyl}phenoxy)ethoxy]methyl}phenyl)-2-furamide (34 mg) in THF (2 mL) was treated with KOSiMe3 (18 mg) and the resulting solution was heated at 75° C. for 4 h. The reaction mixture was then quenched with MeOH and concentrated in vacuo. The residue was then purified by HPLC, before dissolving in acetic acid (1 mL) and water (0.33 mL) and heating at 75° for 20 min. The solution was then concentrated in vacuo and azeotroped with MeOH to give the title compound (3.4 mg). LCMS RT=2.45 min. ES+ve 547 (MH)+

후처리

  1. customThe reaction mixture was then quenched with MeOH
  2. concentrationconcentrated in vacuo
  3. customThe residue was then purified by HPLC
  4. dissolutionbefore dissolving in acetic acid (1 mL)
  5. temperaturewater (0.33 mL) and heating at 75° for 20 min
  6. concentrationThe solution was then concentrated in vacuo
  7. customazeotroped with MeOH

출처 및 근거

ORD 기록
ord-2e8bfa522a32462f8331652d4b2323c1
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07271197B2

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