1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 131716919、化合物

HRID 1086268ノート

反応式

HRID 1086268 の反応式
[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]

参加物

5

反応物 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

生成物 1

HCID 131716919HCID 131716919、化合物収率 68.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-a66faf0c329b428184a153c0d46eec24
出典データセット
uspto-grants-1991_07
特許番号
US05028604

反応ノート

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