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

HRID 13433노트

반응식

HRID 13433 반응식
[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]

참가 물질

4

반응물 3

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

생성물 1

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

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e7d48644d4c84c7a8f0afdd95ac4e7e9
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728025B2

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