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Triphenylphosphine → HCID 56609827, 화합물

HRID 2371387
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HRID 2371387 반응식
[CH3:1][N:2]1[CH2:6][C@H:5](O)[CH2:4][C@H:3]1[C:8]([N:10]([CH3:12])[CH3:11])=[O:9].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O.[C:44]([OH:47])(=[S:46])[CH3:45]>O1CCCC1.ClCCl>[CH3:1][N:2]1[CH2:6][C@@H:5]([S:46][C:44](=[O:47])[CH3:45])[CH2:4][C@H:3]1[C:8]([N:10]([CH3:12])[CH3:11])=[O:9]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

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HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 45116063(2S,4R)-4-hydroxy-N,N,1-trimethylpyrrolidine-2-carboxamideHCID 178418634HCID 178418634, 화합물

생성물 1

HCID 56609827HCID 56609827, 화합물

시약·촉매·용매 2

HCID 6344Dichloromethane
용매
HCID 8028Tetrahydrofuran용매

실험 절차

(2S,4R)-1-Methyl-2-dimethylaminocarbonyl-4-hydroxypyrrolidine (970 mg) was dissolved in dry tetrahydrofuran (11.1 ml), and triphenylphosphine (2.66 g) was added thereto. To the resultant mixture, diethyl azodicarboxylate (1.60 ml) was added under nitrogen steam while ice-cooling, and the mixture was stirred for 30 minutes. Thioacetic acid (1.45 ml) was added to the mixture under ice-cooling, and stirring was continued for 40 minutes under ice-cooling, followed by allowing to stand overnight. The reaction mixture was diluted with dichloromethane, washed with aqueous potassium carbonate solution and dried over magnesium sulfate. After removal of the solvent by distillation, the residue was purified by silica gel column chromatography to give (2S,4S)-1-methyl-2-dimethylaminocarbonyl-4-acetylthiopyrrolidine.

후처리

  1. temperaturecooling
  2. temperaturecooling
  3. stirringstirring
  4. waitwas continued for 40 minutes under ice-
  5. temperaturecooling
  6. waitto stand overnight
  7. washwashed with aqueous potassium carbonate solution
  8. dry with materialdried over magnesium sulfate
  9. customAfter removal of the solvent
  10. distillationby distillation
  11. customthe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-acd768fa2c424d1c8e89b38b2b0efafe
출처 데이터셋
uspto-grants-1992_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05093328

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