D-Leucine → (R)-2-hydroxy-4-methylpentanoic acid

HRID 1464367

반응식

HRID 1464367 반응식
N[C@@H:2]([C:7]([OH:9])=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5].N([O-])=[O:11].[Na+]>O.S(=O)(=O)(O)O>[C:7]([OH:9])(=[O:8])[C@@H:2]([CH2:3][CH:4]([CH3:6])[CH3:5])[OH:11]

참가 물질

5

반응물 2

HCID 439524D-LeucineHCID 23668193Sodium Nitrite

생성물 1

HCID 439960(R)-2-hydroxy-4-methylpentanoic acid수율 41.7%

시약·촉매·용매 2

HCID 962Water용매2회HCID 1118Sulfuric Acid용매

실험 절차

400 g of D-leucine was dissolved in 5 l of water containing 296 ml of concentrated sulfuric acid and cooled to -2°. A solution of 421 g of sodium nitrite in 1.25 l of water was added slowly while holding the temperature at -2°. The mixture was stirred at 0° for 1.5 hours and then allowed to warm to room temperature overnight. The mixture was extracted three times with ethyl acetate. The combined organic extracts were washed with sodium chloride solution, dried over anhydrous magnesium sulfate and evaporated to give 168 g of D-leucic acid as a pale yellow oil.

후처리

  1. temperaturecooled to -2°
  2. customat -2°
  3. extractionThe mixture was extracted three times with ethyl acetate
  4. washThe combined organic extracts were washed with sodium chloride solution
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customevaporated

출처 및 근거

ORD 기록
ord-69c19abdbb464d54854f17c34badf796
출처 데이터셋
uspto-grants-1994_04
특허 번호
US05304549

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