Trityl chloride → N-triphenylmethyl-alpha-aminobutyrolactone

HRID 37039

반응식

HRID 37039 반응식
Br.[NH2:2][CH:3]1[CH2:8][CH2:7][O:6][C:4]1=[O:5].CN1CCOCC1.[C:16]1([C:22](Cl)([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>CN(C)C=O>[C:16]1([C:22]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[NH:2][CH:3]2[CH2:8][CH2:7][O:6][C:4]2=[O:5])[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

참가 물질

5

반응물 3

HCID 6456Trityl chlorideHCID 79724-MethylmorpholineHCID 73508Homoserine lactone hydrobromide

생성물 1

HCID 13856082N-triphenylmethyl-alpha-aminobutyrolactone

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

α-Aminobutyrolactone hydrobromide (10.0 g, 54.9 mmol), N-methylmorpholine (11.2 g, 110.0 mmol) and triphenylmethyl chloride (15.4 g, 55.2 mmol) were dissolved in N,N-dimethylformamide (DMF) (200 ml) (distilled from calcium hydride) and stirred at ambient temperature for 16 hours. The mixture was filtered, and water (200 ml) was added to the DMF-solution. The resulting slurry was stirred for 2 hours, the precipitate was filtered off and washed with a mixutre of DMF and water (1:1, 50 ml). The solid was resuspended in water (100 ml), filtered and dried at 50° C. in vacuo. N-triphenylmethyl-α-amino-butyrolactone was isolated as a white solid. Yield 17.55 g (93.2%), mp 164.5°-165.5° C. (uncorrected).

후처리

  1. filtrationThe mixture was filtered
  2. additionwater (200 ml) was added to the DMF-solution
  3. stirringThe resulting slurry was stirred for 2 hours
  4. filtrationthe precipitate was filtered off
  5. washwashed with a mixutre of DMF and water (1:1, 50 ml)
  6. filtrationfiltered
  7. customdried at 50° C. in vacuo

출처 및 근거

ORD 기록
ord-53b464ac8a92404eaf0cf1fbc086b494
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05419893

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