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Sodium Hydroxide → HCID 86689977, 화합물

HRID 1754045
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HRID 1754045 반응식
C([O:4][CH:5]([CH2:17][CH2:18][S:19]([CH3:21])=[O:20])[C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[O:7])(=O)C.[OH-].[Na+]>CO>[OH:4][CH:5]([CH2:17][CH2:18][S:19]([CH3:21])=[O:20])[C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[O:7]
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 86689976HCID 86689976, 화합물

생성물 1

HCID 86689977HCID 86689977, 화합물수율 65.2%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 4-(methylsulfinyl)-1-(octylamino)-1-oxobutan-2-yl acetate (5.7 g, 17.87 mmol) in methanol (75 mL) was added 1M NaOH (26.8 mL, 26.8 mmol) and the resulting solution was stirred overnight. The reaction was evaporated to a small volume and treated with EtOAc (100 mL) and 1N HCl (100 mL). The layers were separated and the organic layer was dried over magnesium sulfate, filtered and evaporated. The crude material was purified by silica gel chromatography with 0-5% methanol/dichloromethane. The desired fractions were collected and evaporated to give a white solid (3.23 g, 65%). 1H NMR (500 MHz, DMSO-d6) δ ppm 0.85 (t, J=6.83 Hz, 3 H) 1.24 (br. s., 10 H) 1.33-1.47 (m, 2 H) 1.73-1.89 (m, 1 H) 1.95-2.10 (m, 1 H) 2.51 (d, J=0.64 Hz, 3 H) 2.58-2.87 (m, 2 H) 2.99-3.14 (m, 2 H) 3.95 (dd, J=7.15, 4.29 Hz, 1 H) 5.69 (d, J=5.09 Hz, 1 H) 7.76 (t, J=5.40 Hz, 1 H). m/z 278 (MH+).

후처리

  1. customThe reaction was evaporated to a small volume
  2. additiontreated with EtOAc (100 mL) and 1N HCl (100 mL)
  3. customThe layers were separated
  4. dry with materialthe organic layer was dried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated
  7. customThe crude material was purified by silica gel chromatography with 0-5% methanol/dichloromethane
  8. customThe desired fractions were collected
  9. customevaporated

출처 및 근거

ORD 기록
ord-4a2487630cfb40a1ac695641acfcf959
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09169203B2

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