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Sodium Iodide → 1-[(2S)-3-(4-iodobutoxycarbonyl) mercapto-2-methyl-1-oxopropyl]-L-proline

HRID 1375693
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HRID 1375693 반응식
Cl[CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:7]([S:9][CH2:10][C@@H:11]([CH3:22])[C:12]([N:14]1[CH2:21][CH2:20][CH2:19][C@H:15]1[C:16]([OH:18])=[O:17])=[O:13])=[O:8].[Na+].[I-:24]>CC#N>[I:24][CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:7]([S:9][CH2:10][C@@H:11]([CH3:22])[C:12]([N:14]1[CH2:21][CH2:20][CH2:19][C@H:15]1[C:16]([OH:18])=[O:17])=[O:13])=[O:8]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 5238Sodium IodideHCID 865955001-[(2S)-3-(4-chlorobutoxycarbonyl)mercapto-2-methyl-1-oxopropyl]-L-proline

생성물 1

HCID 865955011-[(2S)-3-(4-iodobutoxycarbonyl) mercapto-2-methyl-1-oxopropyl]-L-proline수율 102%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

1-[(2S)-3-(4-chlorobutoxycarbonyl)mercapto-2-methyl-1-oxopropyl]-L-proline (5.80 g, 0.0157 Mol) was dissolved in CH3CN (100 ml) and NaI (23.9 g, 0.160 Mol) was added to the solution. The mixture was refluxed for 7 h, then concentrated and diluted with CH2Cl2. The solid formed was filtered off and the organic phase was washed with H2O (3×50 ml), dried over sodium sulphate and evaporated under reduced pressure affording 1-[(2S)-3-(4-iodobutoxycarbonyl) mercapto-2-methyl-1-oxopropyl]-L-proline (7.10 g) as an oil that was used without further purification.

후처리

  1. temperatureThe mixture was refluxed for 7 h
  2. concentrationconcentrated
  3. additiondiluted with CH2Cl2
  4. customThe solid formed
  5. filtrationwas filtered off
  6. washthe organic phase was washed with H2O (3×50 ml)
  7. dry with materialdried over sodium sulphate
  8. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-7146796ff2eb4267a7d74c7417a7db5c
출처 데이터셋
uspto-grants-2007_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07169805B2

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