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Water → HCID 22103733、化合物

HRID 1457208
ノート
印刷プレビュー

反応式

HRID 1457208 の反応式
[CH3:1][C:2]1[C:6]([CH3:7])=[C:5]([N:8](COCCOC)[S:9]([C:12]2[C:13]([C:18]3[CH:23]=[CH:22][C:21]([C:24]4[O:25][CH:26]=[CH:27][N:28]=4)=[CH:20][C:19]=3[CH:29]([OH:41])[C:30]3[O:31][C:32]([C:35]4[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=4)=[CH:33][N:34]=3)=[CH:14][CH:15]=[CH:16][CH:17]=2)(=[O:11])=[O:10])[O:4][N:3]=1.[Si](Cl)(C)(C)C.[Na+].[I-].O>CC#N.CCOC(C)=O>[CH3:1][C:2]1[C:6]([CH3:7])=[C:5]([NH:8][S:9]([C:12]2[C:13]([C:18]3[CH:23]=[CH:22][C:21]([C:24]4[O:25][CH:26]=[CH:27][N:28]=4)=[CH:20][C:19]=3[CH:29]([OH:41])[C:30]3[O:31][C:32]([C:35]4[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=4)=[CH:33][N:34]=3)=[CH:14][CH:15]=[CH:16][CH:17]=2)(=[O:10])=[O:11])[O:4][N:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 962WaterHCID 5238Sodium Iodide2 回HCID 6397Chlorotrimethylsilane2 回HCID 22103475N-(3,4-Dimethyl-5-isoxazolyl)-2′-[hydroxy(5-phenyl-2-oxazolyl)methyl]-N-[(2-methoxyethoxy)methyl]-4′-(2-oxazolyl)[1,1′-biphenyl]-2-sulfonamide

生成物 1

HCID 22103733HCID 22103733、化合物

試薬・触媒・溶媒 2

HCID 6342
Acetonitrile
溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of the title compound of Step (B) (200 mg, 0.305 mmol) in 10.2 ml of CH3CN, Me3SiCl (199 mg, 1.83 mmol) was added and followed by NaI (274 mg, 1.83 mmol). The mixture was stirred at room temperature for 1 hr. Additional Me3SiCl (199 mg, 1.83 mmol) and NaI (274 mg, 1.83 mmol) were added in three portions and the reaction was stirred for additional 5.5 hr. The mixture was added to 5 ml H2O and 50 ml EtOAc. The organic layer was washed with sat. Na2S2 O3, brine, dried and concentrated. The residue was purified by preparative HPLC on an ODS S10 column using 27% solvent A (10% MeOH, 90% H2O, 0.1% TFA) and 73% solvent B (90% MeOH, 10% H2O, 0.1% TFA) to provide the title compound of this Example (65 mg, 37%) as a white solid, m.p. 125°-135° C. (amorphous).

後処理

  1. stirringthe reaction was stirred for additional 5.5 hr
  2. washThe organic layer was washed with sat. Na2S2 O3, brine
  3. customdried
  4. concentrationconcentrated
  5. customThe residue was purified by preparative HPLC on an ODS S10 column

出典と根拠

ORDレコード
ord-09765838cc434195b83161283124a2c8
出典データセット
uspto-grants-1998_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05846990

反応ノート

読み込み中…

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