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Methyl Isocyanate → (2S,4S)-1-(p-nitrobenzyloxycarbonyl)-2-methylaminocarbonyloxymethyl-4-acetylthiopyrrolidine

HRID 1088273
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HRID 1088273 반응식
[N+:1]([C:4]1[CH:24]=[CH:23][C:7]([CH2:8][O:9][C:10]([N:12]2[CH2:16][C@@H:15]([S:17][C:18](=[O:20])[CH3:19])[CH2:14][C@H:13]2[CH2:21][OH:22])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH3:25][N:26]=[C:27]=[O:28]>O1CCCC1>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:8][O:9][C:10]([N:12]2[CH2:16][C@@H:15]([S:17][C:18](=[O:20])[CH3:19])[CH2:14][C@H:13]2[CH2:21][O:22][C:27]([NH:26][CH3:25])=[O:28])=[O:11])=[CH:23][CH:24]=1)([O-:3])=[O:2]
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참가 물질

4

반응물 2

HCID 12228Methyl IsocyanateHCID 102695344-Nitrobenzyl (2S,4S)-4-(Acetylthio)-2-(hydroxymethyl)pyrrolidine-1-carboxylate

생성물 1

HCID 15671498(2S,4S)-1-(p-nitrobenzyloxycarbonyl)-2-methylaminocarbonyloxymethyl-4-acetylthiopyrrolidine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

(2S,4S)-1-(p-Nitrobenzyloxycarbonyl)-2-hydroxymethyl-4-acetylthiopyrrolidine (200 mg) was dissolved in 2 ml of dry tetrahydrofuran. Methyl isocyanate (0.168 ml) was added thereto. The mixture was refluxed for 10 hours and distilled to remove the solvent. The residue was purified by silica gel chromatography to obtain (2S,4S)-1-(p-nitrobenzyloxycarbonyl)-2-methylaminocarbonyloxymethyl-4-acetylthiopyrrolidine.

후처리

  1. temperatureThe mixture was refluxed for 10 hours
  2. distillationdistilled
  3. customto remove the solvent
  4. customThe residue was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-8892ac9fecf7462a8d4eda20c134e550
출처 데이터셋
uspto-grants-1990_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04962103

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