HCID 69391299、化合物 → HCID 69385752、化合物

HRID 916806ノート

反応式

HRID 916806 の反応式
[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

参加物

4

反応物 2

HCID 69391299HCID 69391299、化合物HCID 178504318HCID 178504318、化合物

生成物 1

HCID 69385752HCID 69385752、化合物収率 20.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
75 °C

実験手順

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)+

後処理

  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

出典と根拠

ORDレコード
ord-2e8bfa522a32462f8331652d4b2323c1
出典データセット
uspto-grants-2007_09
特許番号
US07271197B2

反応ノート

読み込み中…