1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 131716919, 화합물

HRID 1086268노트

반응식

HRID 1086268 반응식
[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH:2]1[CH2:11][C:12]([OH:14])=O.CCN=C=NCCCN(C)C.Cl.[CH2:27]([O:29][C:30](=[O:36])[C@@H:31]1[CH2:35][S:34][CH2:33][NH:32]1)[CH3:28]>C(Cl)Cl>[CH2:27]([O:29][C:30](=[O:36])[C@@H:31]1[CH:35]([C:12](=[O:14])[CH2:11][CH:2]2[CH2:3][CH2:4][C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[CH2:1]2)[S:34][CH2:33][NH:32]1)[CH3:28]

참가 물질

5

반응물 3

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 100127392-(1,2,3,4-Tetrahydronaphthalen-2-yl)acetic acidHCID 13011878Ethyl (4R)-4-thiazolidinecarboxylate

생성물 1

HCID 131716919HCID 131716919, 화합물수율 68.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a mixture of 2.85 g of 1,2,3,4-tetrahydronaphthalen-2-ylacetic acid and 13.45 g of WSC.HCl was added 45 ml of methylene chloride under ice-cooling. The mixture was stirred for 5 minutes at room temperature. To this was added a solution of 2.4 g of L-thioproline ethyl ester in 7 ml of methylene chloride at room temperature, and the mixture was stirred for a further 18 hours at the same temperature. The reaction mixture was washed with water, diluted hydrochloric acid, and saturated sodium hydrogen carbonate in this order. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue thus obtained was purified by silica gel column chromatography to produce 3.4 g of 3-(1,2,3,4-tetrahydronaphthalen-2-ylacetyl)-L-thioproline ethyl ester as a colorless oil (yield: 68%).

후처리

  1. temperaturecooling
  2. stirringthe mixture was stirred for a further 18 hours at the same temperature
  3. washThe reaction mixture was washed with water, diluted hydrochloric acid, and saturated sodium hydrogen carbonate in this order
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated under reduced pressure
  6. customThe residue thus obtained
  7. customwas purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-a66faf0c329b428184a153c0d46eec24
출처 데이터셋
uspto-grants-1991_07
특허 번호
US05028604

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