Diethyl Ether → HCID 56622229, 화합물

HRID 358019노트

반응식

HRID 358019 반응식
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C@@H:8]1[N:12]([C:13](=[O:17])[CH2:14][CH2:15][SH:16])[C@H:11]([C:18]([OH:20])=[O:19])[CH2:10][S:9]1.C(=O)([O-])[O-].[K+].[K+].C(OCC)C.[CH2:32]([N:35]([CH2:48][CH2:49][CH3:50])[S:36]([C:39]1[CH:47]=[CH:46][C:42]([C:43](Cl)=[O:44])=[CH:41][CH:40]=1)(=[O:38])=[O:37])[CH2:33][CH3:34]>O>[CH2:48]([N:35]([CH2:32][CH2:33][CH3:34])[S:36]([C:39]1[CH:47]=[CH:46][C:42]([C:43]([S:16][CH2:15][CH2:14][C:13]([N:12]2[C@H:11]([C:18]([OH:20])=[O:19])[CH2:10][S:9][C@@H:8]2[C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[OH:1])=[O:17])=[O:44])=[CH:41][CH:40]=1)(=[O:38])=[O:37])[CH2:49][CH3:50]

참가 물질

6

반응물 4

HCID 3283Diethyl EtherHCID 11430Potassium CarbonateHCID 71244RentiaprilHCID 27355284-(Dipropylsulfamoyl)benzoyl chloride

생성물 1

HCID 56622229HCID 56622229, 화합물수율 58.4%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

9.7 g of (2R,4R)--2--(2--hydroxyphenyl) --3--(3--mercaptopropionyl)--4--thiazolidinecarboxylic acid and 12.9 g of potassium carbonate are dissolved in 80 ml of water, and 40 ml of ethyl ether solution of 9.4 g of 4--(dipropylsulfamoyl)benzoyl chloride is added dropwise under ice-cooling. After the addition the reaction mixture is stirred for 1 hour under ice-cooling and for another 1 hour at room temperature. Ether is removed in vacuo and residual solution is adjusted to pH 1 with 6N hydrochloric acid. Produced oily residue is extracted with ethyl acetate. The organic layer is washed with water and dried over anhydrous magnesium sulfate and concentrated in vacuo. The resulting residue is purified by silica gel column chromatography to give 10.5 g of the titled compound as amorphous powder.

후처리

  1. temperaturecooling
  2. additionAfter the addition the reaction mixture
  3. customEther is removed in vacuo and residual solution
  4. extractionProduced oily residue is extracted with ethyl acetate
  5. washThe organic layer is washed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated in vacuo
  8. customThe resulting residue is purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-70eb88259ca2492b9a69be17e444ea21
출처 데이터셋
uspto-grants-1984_08
특허 번호
US04464371

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