Triethylamine → HCID 14674660、化合物

HRID 1656306

反応式

HRID 1656306 の反応式
[C:1]1([CH2:7][CH2:8][NH:9][C:10]([CH2:12][CH2:13][C:14]([OH:16])=O)=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.ClC(OCC)=O.[NH:30]1[CH2:36][CH2:35][CH2:34][C@H:31]1[CH2:32][OH:33]>C1COCC1.C(OCC)(=O)C.O>[C:1]1([CH2:7][CH2:8][NH:9][C:10]([CH2:12][CH2:13][C:14]([N:30]2[CH2:36][CH2:35][CH2:34][C@H:31]2[CH2:32][OH:33])=[O:16])=[O:11])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

8

反応物 4

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 640091L-ProlinolHCID 39673103-[(2-Phenylethyl)carbamoyl]propanoic acid

生成物 1

HCID 14674660HCID 14674660、化合物収率 89%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回HCID 8857Ethyl Acetate溶媒

反応条件

温度
0 °C

実験手順

3-[N-(2-phenylethyl)carbamoyl]propionic acid (400 mg) was dissolved into dry THF (4 ml). Triethylamine (0.32 ml) and ethyl chloroformate (0.15 ml) secondary were dropped into the solution with stirring at 0° C. After 10 mins' stirring, a solution of L-prolinol (199 mg) in THF (2 ml) was added to the solution, and the solution was stirred for 30 mins at 0° C. and for another 30 mins at room temperature. Water was added to the diluted solution with ethyl acetate. The oily layer was washed with 1N hydrochloric acid, a saturated aqueous solution of sodium hydrocarbonate, a saturated brine, successively, dried and then evaporated. The residue was purified by column chromatography on silica gel to give the title compound (490 mg).

後処理

  1. stirringAfter 10 mins' stirring
  2. stirringthe solution was stirred for 30 mins at 0° C. and for another 30 mins at room temperature
  3. washThe oily layer was washed with 1N hydrochloric acid
  4. dry with materiala saturated aqueous solution of sodium hydrocarbonate, a saturated brine, successively, dried
  5. customevaporated
  6. customThe residue was purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-cb32c3a300b4415dbbd0beee7480c91a
出典データセット
uspto-grants-1993_10
特許番号
US05254550

関連ノート

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