[1-(S)-(1-Benzyl-pyrrolidin-3-(R)-ylcarbamoyl)-2,2-dimethyl-propyl]-carbamic acid tert-butyl ester → 2-(S)-Amino-N-(1-benzyl-pyrrolidin-3-(R)-yl)-3,3-dimethyl-butyramide

HRID 268608Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 268608
C(OC(=O)[NH:7][C@H:8]([C:13](=[O:27])[NH:14][C@@H:15]1[CH2:19][CH2:18][N:17]([CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:16]1)[C:9]([CH3:12])([CH3:11])[CH3:10])(C)(C)C>FC(F)(F)C(O)=O.ClCCl>[NH2:7][C@@H:8]([C:9]([CH3:12])([CH3:11])[CH3:10])[C:13]([NH:14][C@@H:15]1[CH2:19][CH2:18][N:17]([CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:16]1)=[O:27]

Komponenten

3

Edukt 1

HCID 58715018[1-(S)-(1-Benzyl-pyrrolidin-3-(R)-ylcarbamoyl)-2,2-dimethyl-propyl]-carbamic acid tert-butyl ester

Produkt 1

HCID 210623362-(S)-Amino-N-(1-benzyl-pyrrolidin-3-(R)-yl)-3,3-dimethyl-butyramide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21863450Trifluoroacetic acid methylene chlorideLösungsmittel

Versuchsvorschrift

A solution of 1a (0.80 g, 2.06 mmole) in 40% trifluoroacetic acid/dichloromethane (15 mL) was stirred at room temperature for 4 h. The solvent was removed by rotary evaporation, and the resulting organic residue was carefully partitioned between dichloromethane and a saturated solution of sodium bicarbonate (30 mL each). The organic extract was dried over anhydrous sodium sufate, filtered, and concentrated to give 2a as a light brown oil. This amine was used without further purification.

Aufarbeitung

  1. customThe solvent was removed by rotary evaporation
  2. customthe resulting organic residue was carefully partitioned between dichloromethane
  3. extractionThe organic extract
  4. dry with materialwas dried over anhydrous sodium sufate
  5. filtrationfiltered
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-6bb288b443014d99a024b0c3c304e320
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07446115B2

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