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Sodium → HCID 59558650, 화합물

HRID 1175155
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HRID 1175155 반응식
[Na].CO[C:4]([C:6]1([CH2:17][NH:18][C:19](=[O:26])[CH2:20][C:21]([O:23][CH2:24]C)=[O:22])[CH2:9][N:8]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:7]1)=[O:5]>CO.C1(C)C=CC=CC=1>[CH3:24][O:23][C:21]([CH:20]1[C:4](=[O:5])[C:6]2([CH2:9][N:8]([C:10]([O:12][C:13]([CH3:14])([CH3:15])[CH3:16])=[O:11])[CH2:7]2)[CH2:17][NH:18][C:19]1=[O:26])=[O:22]
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참가 물질

5

반응물 2

HCID 5360545SodiumHCID 59558653HCID 59558653, 화합물

생성물 1

HCID 59558650HCID 59558650, 화합물수율 48%

시약·촉매·용매 2

HCID 887Methanol용매HCID 1140Toluene용매

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온도
90 °C

실험 절차

Sodium metal (870 mg; 38 mmol) is dissolved in methanol (55 ml) and combined with a solution of 3-[(2-ethoxycarbonyl-acetylamino)-methyl]-azetidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester in toluene (165 ml). The reaction mixture is heated to 90° C. for 1 hour, cooled to 7-9° C. and the precipitated white crystals (Na-salt of title compound) filtered off. The crystals are dissolved in water, acidified by the addition of 2N HCl and extracted with CH2Cl2 three times. The combined organic phases are dried over Na2SO4, filtered, evaporated and yield the title compound as white crystals (5.6 g; 48%). A second crop of the title compound is obtained by evaporating the above toluene/methanol filtrate to almost dryness, taking up the resin in 2N HCl and extracting with CH2Cl2 three times. The combined organic phases are dried over Na2SO4, filtered, evaporated and yielded the second crop of title compound as brownish solid (3.22 g; 27%).

후처리

  1. temperaturecooled to 7-9° C.
  2. filtrationthe precipitated white crystals (Na-salt of title compound) filtered off
  3. dissolutionThe crystals are dissolved in water
  4. additionacidified by the addition of 2N HCl
  5. extractionextracted with CH2Cl2 three times
  6. dry with materialThe combined organic phases are dried over Na2SO4
  7. filtrationfiltered
  8. customevaporated

출처 및 근거

ORD 기록
ord-894021dc7ff44eb482b4fe964441c6a3
출처 데이터셋
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07838674B2

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