Hydrochloric Acid → (S)-tert-Butyl (1-amino-2-oxopyrrolidin-3-yl)carbamate

HRID 2086252노트

반응식

HRID 2086252 반응식
C(OC([NH:8][N:9]1[CH2:13][CH2:12][C@H:11]([NH:14][C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[C:10]1=[O:22])=O)(C)(C)C.Cl>CO.C(OCC)(=O)C>[NH2:8][N:9]1[CH2:13][CH2:12][C@H:11]([NH:14][C:15]([O:17][C:18]([CH3:20])([CH3:19])[CH3:21])=[O:16])[C:10]1=[O:22]

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 69545784(3S)-1,3-bis(tert-Butoxycarbonylamino)-2-pyrrolidone

생성물 1

HCID 45092234(S)-tert-Butyl (1-amino-2-oxopyrrolidin-3-yl)carbamate수율 87.9%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8857Ethyl Acetate용매

실험 절차

A solution of (3S)-1,3-bis(tert-butoxycarbonylamino)-2-pyrrolidone (3.15 g) in methanol (10 ml) was combined with a 4N solution of hydrochloric acid in ethyl acetate (20 ml) and stirred at room temperature for 30 minutes. The reaction mixture was concentrated, and the resultant residue was combined with dichloromethane (30 ml) and triethylamine (6.06 g), and then with di-tert-butyl dicarbonate (2.62 g) at 0° C. and stirred at room temperature for 1 hour. The reaction mixture was combined with an aqueous solution of sodium carbonate, extracted with dichloromethane, dried and concentrated. The residue obtained was washed with hexane to obtain (3S)-1-amino-3-(tert-butoxycarbonylamino)-2-pyrrolidone (1.89 g) as a colorless solid.

후처리

  1. concentrationThe reaction mixture was concentrated
  2. stirringwith di-tert-butyl dicarbonate (2.62 g) at 0° C. and stirred at room temperature for 1 hour
  3. extractionextracted with dichloromethane
  4. customdried
  5. concentrationconcentrated
  6. customThe residue obtained
  7. washwas washed with hexane

출처 및 근거

ORD 기록
ord-2fc66122ab0a4aa6a7819cfc485fb82f
출처 데이터셋
uspto-grants-2004_04
특허 번호
US06723722B1

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