Triethylamine → HCID 14674660, 화합물

HRID 1656306

반응식

HRID 1656306 반응식
[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

참가 물질

8

반응물 4

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

생성물 1

HCID 14674660HCID 14674660, 화합물수율 89%

시약·촉매·용매 3

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회HCID 8857Ethyl Acetate용매

반응 조건

온도
0 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-cb32c3a300b4415dbbd0beee7480c91a
출처 데이터셋
uspto-grants-1993_10
특허 번호
US05254550

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