Acetic Acid → HCID 57228158, 화합물

HRID 703579노트

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HRID 703579 반응식
C([S:4][C@@H:5]1[CH2:9][N:8]([C:10]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][CH:15]=2)=[O:11])[C@H:7]([CH2:23][O:24][CH2:25][C:26]([O:28][CH2:29][CH:30]=[CH2:31])=[O:27])[CH2:6]1)(=O)C.[H-].[Na+].C(O)(=O)C>C(O)C=C.C(OCC)(=O)C>[CH2:29]([O:28][C:26]([CH2:25][O:24][CH2:23][C@@H:7]1[CH2:6][C@H:5]([SH:4])[CH2:9][N:8]1[C:10]([O:12][CH2:13][C:14]1[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][CH:15]=1)=[O:11])=[O:27])[CH:30]=[CH2:31]

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 24758Sodium hydrideHCID 57063209(2S,4S)-4-acetylthio-2-(allyloxycarbonylmethyloxymethyl)-1-(4-nitrobenzyloxycarbonyl)pyrrolidine

생성물 1

HCID 57228158HCID 57228158, 화합물수율 59.4%

시약·촉매·용매 2

HCID 7858Allyl Alcohol용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of (2S,4S)-4-acetylthio- 2-(allyloxycarbonylmethyloxymethyl)-1-(4-nitrobenzyloxycarbonyl)pyrrolidine (4.25 g) in allyl alcohol (40 ml) was added sodium hydride (62.8% in oil suspension) (0.5 g) at -5°~0° C. in a nitrogen stream. After stirring for 1 hour, acetic acid (1 ml) was added to the mixture. The mixture was concentrated under reduced pressure to give a syrup. The syrup was dissolved in ethyl acetate (50 ml), washed in turn with water (50 ml) and brine (50 ml), dried over magnesium sulfate, and concentrated under reduced pressure to give a syrup. The syrup was subjected to a column chromatography on silica gel (30 g) and eluted with chloroform to give (2S,4S)-2-(allyloxycarbonylmethyloxymethyl)-4-mercapto-1-(4-nitrobenzyloxycarbonyl)pyrrolidine (2.29 g).

후처리

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customto give a syrup
  3. washwashed in turn with water (50 ml) and brine (50 ml)
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customto give a syrup
  7. washeluted with chloroform

출처 및 근거

ORD 기록
ord-c24ec7255c0f4ce0a9f85bcf8a1d1f78
출처 데이터셋
uspto-grants-1991_01
특허 번호
US04983596

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