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Dimethyl Sulfoxide → 1,1,1-Trifluoro-3-[(N-acetylprolyl)alanylprolylamino]-butane-2,2-diol

HRID 366936
ノート
印刷プレビュー

反応式

HRID 366936 の反応式
C(Cl)(=O)C(Cl)=[O:3].CS(C)=O.[F:11][C:12]([F:41])([F:40])[CH:13]([OH:39])[CH:14]([NH:16][C:17](=[O:38])[C@@H:18]1[CH2:22][CH2:21][CH2:20][N:19]1[C:23](=[O:37])[C@H:24]([CH3:36])[NH:25][C:26](=[O:35])[C@@H:27]1[CH2:31][CH2:30][CH2:29][N:28]1[C:32](=[O:34])[CH3:33])[CH3:15].C(N(CC)CC)C>C(Cl)Cl>[F:41][C:12]([F:11])([F:40])[C:13]([OH:3])([OH:39])[CH:14]([NH:16][C:17](=[O:38])[C@@H:18]1[CH2:22][CH2:21][CH2:20][N:19]1[C:23](=[O:37])[C@H:24]([CH3:36])[NH:25][C:26](=[O:35])[C@@H:27]1[CH2:31][CH2:30][CH2:29][N:28]1[C:32](=[O:34])[CH3:33])[CH3:15]
参加物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 679Dimethyl SulfoxideHCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 145032661,1,1-Trifluoro-3-[(N-acetylprolyl)alanylprolylamino]butan-2-ol

生成物 1

HCID 537705141,1,1-Trifluoro-3-[(N-acetylprolyl)alanylprolylamino]-butane-2,2-diol

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒
2 回

実験手順

To a solution of oxalyl chloride (72 μl, 0.83 mmol) in methylene chloride (1 ml) under an argon atmosphere and cooled in a dry ice-acetone bath was added dimethylsulfoxide (0.12 ml, 1.65 mmol) with stirring. After 5 minutes, a solution of the compound of example 57 (0.25 g, 0.55 mmol) in methylene chloride (1.5 ml) was added. The reaction mixture was stirred for 15 minutes, triethylamine (0.50 ml, 3.58 mmol) then added and the reaction warmed to room temperature for 30 minutes. The reaction mixture was placed directly onto a silica gel column and eluted with methylene chloride-methanol. Trituration of the resultant oily solid with ether-hexane and filtration gave the above-named product, (50 mg, 0.11 mmol).

後処理

  1. stirringThe reaction mixture was stirred for 15 minutes
  2. washeluted with methylene chloride-methanol
  3. filtrationTrituration of the resultant oily solid with ether-hexane and filtration
  4. customgave the above-named product, (50 mg, 0.11 mmol)

出典と根拠

ORDレコード
ord-184c696f82ee4c8f87f71442bd78f96e
出典データセット
uspto-grants-2000_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06130315

反応ノート

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