Sodium Azide → HCID 86590232、化合物

HRID 723758ノート

反応式

HRID 723758 の反応式
[C:1]([O:5][C:6]([NH:8][C@@H:9]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([N:20]3[CH2:24][C@H:23]([CH2:25]OS(C)(=O)=O)[O:22][C:21]3=[O:31])=[CH:16][C:15]=2[F:32])[CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[N-:33]=[N+:34]=[N-:35].[Na+]>CN(C)C=O.O>[C:1]([O:5][C:6]([NH:8][C@@H:9]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([N:20]3[CH2:24][C@H:23]([CH2:25][N:33]=[N+:34]=[N-:35])[O:22][C:21]3=[O:31])=[CH:16][C:15]=2[F:32])[CH2:10]1)=[O:7])([CH3:3])([CH3:4])[CH3:2]

参加物

5

反応物 2

HCID 33557Sodium AzideHCID 86590233HCID 86590233、化合物

生成物 1

HCID 86590232HCID 86590232、化合物収率 64.4%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

(5R)-3-(4-((3R)-3-(t-butoxycarbonyl)aminopyrrolidin-1-yl)-3-fluorophenyl)-5-methane-sulfonyloxymethyloxazolidin-2-one (1.25 g, 2.64 mM) was dissolved in N,N-dimethyl-formamide (20 ml), treated with sodium azide (275 mg, 4.23 mM), and heated with stirring at 50° for 5 hours. After cooling the mixture was diluted with water (100 ml), and extracted into ethyl acetate (3×75 ml). The combined organics were dried (magnesium sulfate), and evaporated to give a yellow solid, which 5:19 PM was recrystallised from isopropanol to give the required product (715 mg).

後処理

  1. temperatureheated
  2. temperatureAfter cooling the mixture
  3. extractionextracted into ethyl acetate (3×75 ml)
  4. dry with materialThe combined organics were dried (magnesium sulfate)
  5. customevaporated
  6. customto give a yellow solid, which 5:19 PM
  7. customwas recrystallised from isopropanol

出典と根拠

ORDレコード
ord-53ba5ef1c8584369ba8364e7965ed4fd
出典データセット
uspto-grants-2006_11
特許番号
US07141583B2

反応ノート

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