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

HRID 2086252ノート

反応式

HRID 2086252 の反応式
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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2fc66122ab0a4aa6a7819cfc485fb82f
出典データセット
uspto-grants-2004_04
特許番号
US06723722B1

反応ノート

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