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Tetrahydrofuran → 3-[1,1-Dimethyl-2-(2,2-dimethyl-3-nitroxypropanoylamino)-ethylamino]-1-(3-methylbenzimidazol-4-yloxy)-propan-2-ol fumarate

HRID 1607126
ノート
印刷プレビュー

反応式

HRID 1607126 の反応式
[CH3:1][C:2]([CH3:11])([CH2:6][O:7][N+:8]([O-:10])=[O:9])[C:3](Cl)=[O:4].O1CCCC1.[NH2:17][CH2:18][C:19]([NH:22][CH2:23][CH:24]([OH:37])[CH2:25][O:26][C:27]1[C:35]2[N:34]([CH3:36])[CH:33]=[N:32][C:31]=2[CH:30]=[CH:29][CH:28]=1)([CH3:21])[CH3:20].[C:38]([OH:45])(=[O:44])/[CH:39]=[CH:40]/[C:41]([OH:43])=[O:42]>CC(C)=O.C(Cl)Cl>[C:38]([OH:45])(=[O:44])/[CH:39]=[CH:40]/[C:41]([OH:43])=[O:42].[CH3:21][C:19]([NH:22][CH2:23][CH:24]([OH:37])[CH2:25][O:26][C:27]1[C:35]2[N:34]([CH3:36])[CH:33]=[N:32][C:31]=2[CH:30]=[CH:29][CH:28]=1)([CH3:20])[CH2:18][NH:17][C:3](=[O:4])[C:2]([CH3:11])([CH3:1])[CH2:6][O:7][N+:8]([O-:10])=[O:9]
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 8028Tetrahydrofuran2 回HCID 444972Fumaric AcidHCID 198529363-(2-Amino-1,1-dimethylethylamino)-1-(3-methylbenzimidazol-4-yloxy)-propan-2-olHCID 200955153-Chloro-2,2-dimethyl-3-oxopropyl nitrate

生成物 1

HCID 137153783-[1,1-Dimethyl-2-(2,2-dimethyl-3-nitroxypropanoylamino)-ethylamino]-1-(3-methylbenzimidazol-4-yloxy)-propan-2-ol fumarate

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 6344Dichloromethane溶媒

実験手順

A solution of 1.4 g. 2,2-dimethyl-3-nitroxypropanoyl chloride in 50 ml. dry tetrahydrofuran is added dropwise at ambient temperature to a solution of 2.3 g. 3-(2-amino-1,1-dimethylethylamino)-1-(3-methylbenzimidazol-4-yloxy)-propan-2-ol in 150 ml. dry tetrahydrofuran, followed by further stirring for 2 hours. The reaction mixture is evaporated and chromatographed on silica gel with methylene chloride/methanol (4:2 v/v). The product obtained (2.0 g.) is dissolved in 60 ml. methylene chloride and mixed with 0.54 g. fumaric acid in 100 ml. acetone. The precipitate which separates out after the addition of 200 ml. diethyl ether is filtered off with suction and dried. There are obtained 2.3 g. (53% of theory) of the desired product in the form of crystals; m.p. 187°-190° C.

後処理

  1. customThe reaction mixture is evaporated
  2. customchromatographed on silica gel with methylene chloride/methanol (4:2 v/v)
  3. customThe product obtained (2.0 g.)
  4. dissolutionis dissolved in 60 ml
  5. additionafter the addition of 200 ml
  6. filtrationdiethyl ether is filtered off with suction
  7. customdried
  8. customThere are obtained 2.3 g

出典と根拠

ORDレコード
ord-ae3506e273154b26af140435f0456d58
出典データセット
uspto-grants-1989_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04863949

反応ノート

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