Ethyl alpha-oxobenzenebutanoate → HCID 13749507, 화합물

HRID 2118874노트

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HRID 2118874 반응식
Cl.[NH2:2][C@H:3]1[CH2:9][CH2:8][CH2:7][CH2:6][N:5]([CH:10]([C:12]([OH:14])=[O:13])[CH3:11])[C:4]1=[O:15].[OH-].C([N+](CCCC)(CCCC)CCCC)CCC.O=[C:35]([CH2:41][CH2:42][C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1)[C:36]([O:38]CC)=[O:37].C([BH3-])#N.[Na+]>O.C(O)C>[C:12]([CH:10]([N:5]1[CH2:6][CH2:7][CH2:8][CH2:9][C@H:3]([NH:2][CH:35]([C:36]([OH:38])=[O:37])[CH2:41][CH2:42][C:43]2[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=2)[C:4]1=[O:15])[CH3:11])([OH:14])=[O:13]

참가 물질

7

반응물 4

HCID 562087Ethyl alpha-oxobenzenebutanoateHCID 2723671Tetrabutylammonium HydroxideHCID 5003444Sodium cyanoborohydrideHCID 18605807HCID 18605807, 화합물

생성물 1

HCID 13749507HCID 13749507, 화합물

시약·촉매·용매 2

HCID 702Ethanol용매2회HCID 962Water용매

실험 절차

Dissolve 422 mg of 3-(S)-amino-1-(1-carboxyethyl)perhydroazepin-2-one hydrochloride in water and adjust the pH to 6.8 with 2M tetrabutylammonium hydroxide. Lyophilize the solution and dissolve the residue in 10 ml absolute ethanol. Add 1.98 g ethyl 2-oxo-4-phenylbutyrate and 7 g. powdered 4 A molecular sieves. Add a solution of 357 mg. sodium cyanoborohydride in 3 ml absolute ethanol at a rate of 0.5 ml/hour. After the addition is complete, stir the reaction mixture overnight at room temperature. Filter the reaction mixture, wash the filter cake with ethanol and concentrate the combined filtrate and washings at aspirator pressure. Dissolve the residue in water and add 20 ml ether and 20 ml Dowex 50 (H+). Stir the mixture for 1 hour then draw off the ether layer.

후처리

  1. additionAdd a solution of 357 mg
  2. additionAfter the addition
  3. filtrationFilter the reaction mixture
  4. washwash the filter cake with ethanol
  5. concentrationconcentrate the combined filtrate and washings at aspirator pressure
  6. dissolutionDissolve the residue in water
  7. additionadd 20 ml ether and 20 ml Dowex 50 (H+)
  8. stirringStir the mixture for 1 hour

출처 및 근거

ORD 기록
ord-b0bbfe5ad7a54f569c5bc925bb0767f1
출처 데이터셋
uspto-grants-1987_07
특허 번호
US04680392

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