Tetrahydrofuran → benzyl (2R,4R)-4-hydroxy-2-methoxy-methyl-carbamoyl-pyrrolidine-1-carboxylate

HRID 13433ノート

反応式

HRID 13433 の反応式
[F-].[CH2:2]([N+](CCCC)(CCCC)CCCC)CCC.C([Si](C1C=CC=CC=1)(C1C=CC=CC=1)[O:24][C@H:25]1[CH2:29][N:28]([C:30]([O:32][CH2:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)=[O:31])[C@@H:27]([C:40](=[O:45])[N:41](OC)C)[CH2:26]1)(C)(C)C.[O:58]1CCC[CH2:59]1>>[OH:24][C@H:25]1[CH2:29][N:28]([C:30]([O:32][CH2:33][C:34]2[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=2)=[O:31])[C@@:27]([C:40](=[O:45])[NH2:41])([O:58][CH3:59])[CH:26]1[CH3:2]

参加物

4

反応物 3

HCID 8028TetrahydrofuranHCID 2724141Tetrabutylammonium FluorideHCID 86619216benzyl (2R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-2-(methoxy-methyl-carbamoyl)-pyrrolidine-1-carboxylate

生成物 1

HCID 86619217benzyl (2R,4R)-4-hydroxy-2-methoxy-methyl-carbamoyl-pyrrolidine-1-carboxylate

実験手順

7.46 ml of tetrabutylammonium fluoride (1 M tetrahydrofuran solution) was added to a tetrahydrofuran (30 ml) solution of 2.04 g of benzyl (2R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-2-(methoxy-methyl-carbamoyl)-pyrrolidine-1-carboxylate obtained in (step 2), and the reaction liquid was stirred at room temperature for 20 minutes. The solvent of the reaction liquid was evaporated away under reduced pressure, and the resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/3) to obtain the entitled compound.

後処理

  1. customobtained in (step 2)
  2. customthe reaction liquid
  3. customThe solvent of the reaction liquid
  4. customwas evaporated away under reduced pressure
  5. customthe resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/3)
  6. customto obtain the entitled compound

出典と根拠

ORDレコード
ord-e7d48644d4c84c7a8f0afdd95ac4e7e9
出典データセット
uspto-grants-2010_06
特許番号
US07728025B2

反応ノート

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