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Triphenylphosphine → N-(2,4-dimethylphenyl)-4-((2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)methoxy)-N-isobutylbenzenesulfonamide

HRID 1487048
ノート
印刷プレビュー

反応式

HRID 1487048 の反応式
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[N:9]([CH2:20][CH:21]([CH3:23])[CH3:22])[S:10]([C:13]1[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=1)(=[O:12])=[O:11].O[CH2:25][C:26]1[NH:31][C:30](=[O:32])[NH:29][C:28](=[O:33])[CH:27]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O>O1CCCC1>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[N:9]([CH2:20][CH:21]([CH3:23])[CH3:22])[S:10]([C:13]1[CH:18]=[CH:17][C:16]([O:19][CH2:25][C:26]2[NH:31][C:30](=[O:32])[NH:29][C:28](=[O:33])[CH:27]=2)=[CH:15][CH:14]=1)(=[O:12])=[O:11]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylate2 回HCID 971916-(Hydroxymethyl)uracil2 回HCID 71543523N-(2,4-dimethylphenyl)-4-hydroxy-N-isobutylbenzenesulfonamide

生成物 1

HCID 89876095N-(2,4-dimethylphenyl)-4-((2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)methoxy)-N-isobutylbenzenesulfonamide

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
20 °C

実験手順

A mixture of N-(2,4-dimethylphenyl)-4-hydroxy-N-isobutylbenzenesulfonamide (33 mg, 0.099 mmol), 6-(hydroxymethyl)pyrimidine-2,4(1H,3H)-dione (17.1 mg, 0.12 mmol) and triphenylphosphine (26 mg, 0.099 mmol) was dissolved in tetrahydrofuran (THF) (0.6 mL) and treated with diisopropyl diazene-1,2-dicarboxylate (DIAD) (25 uL, 0.13 mmol). The vessel was capped and stirred at 20° C. for 2 days. Additional 6-(hydroxymethyl)pyrimidine-2,4(1H,3H)-dione (17.1 mg, 0.12 mmol) and diisopropyl diazene-1,2-dicarboxylate (DIAD) (30 uL, 0.156 mmol) were added and reaction stirred for further 18 hours. The reaction was then filtered and purification attempted by mass directed autoprep (ammonium carbonate modifier), but this failed to isolate clean material. Purification successfully achieved by mass directed autoprep (formic acid modifier), to provide the required product, 1.1 mg. LCMS [LCMS1] Rt 1.13 min, m/z (ES+) 458 (M+H).

後処理

  1. customThe vessel was capped
  2. customreaction
  3. stirringstirred for further 18 hours
  4. filtrationThe reaction was then filtered
  5. custompurification
  6. customto isolate clean material
  7. customPurification

出典と根拠

ORDレコード
ord-ae68993cdfc848a0a6a6dfc2538ee7f6
出典データセット
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09428452B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート