Water → N-benzenesulfonylglycyl-L-proline

HRID 1073991

반응식

HRID 1073991 반응식
C([O:8][C:9](=[O:28])[C@@H:10]1[CH2:14][CH2:13][CH2:12][N:11]1[C:15](=[O:27])[CH2:16][NH:17][S:18]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)(=[O:20])=[O:19])C1C=CC=CC=1.Cl.[Na].O>CO.C(OCC)(=O)C>[C:21]1([S:18]([NH:17][CH2:16][C:15]([N:11]2[CH2:12][CH2:13][CH2:14][C@H:10]2[C:9]([OH:28])=[O:8])=[O:27])(=[O:20])=[O:19])[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

참가 물질

6

반응물 3

HCID 962WaterHCID 14858890N-benzenesulfonylglycyl-L-proline benzylesterHCID 23872008Sodium hydrochloride

생성물 1

HCID 14858888N-benzenesulfonylglycyl-L-proline수율 45.6%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8857Ethyl Acetate용매

실험 절차

N-benzenesulfonylglycyl-L-proline benzylester (1.91 g, 4.7 mmole) was dissolved in methanol (6 ml), 1N aqueous sodium hydrochloride (6 ml) was added, and stirred for 3 hours at a temperature between 30° C. and 35° C. Water (20 ml) was added to the solution and the mixture was washed with two 20 ml portions of diethyl ether and then adjusted to pH 1.5 with 1N aqueous hydrochloric acid. The solvent was removed by distillation under reduced pressure and the solid material thus obtained was dispersed in ethyl acetate (50 ml) and the mixture was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give a glassy residue and it was recrystallized from ethyl acetate and petroleum ether to obtain N-benzenesulfonylglycyl-L-proline(yield: 0.67 g, 45.2%).

후처리

  1. washthe mixture was washed with two 20 ml portions of diethyl ether
  2. customThe solvent was removed by distillation under reduced pressure
  3. customthe solid material thus obtained
  4. dry with materialthe mixture was dried over anhydrous magnesium sulfate
  5. distillationThe solvent was distilled off under reduced pressure
  6. customto give a glassy residue and it
  7. customwas recrystallized from ethyl acetate and petroleum ether

출처 및 근거

ORD 기록
ord-65fe8363c34144bd8ae064de236489bd
출처 데이터셋
uspto-grants-1990_11
특허 번호
US04971993

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