(2-Cyclopropylcarbamoyl-2-hydroxy-1,1-dimethylethyl)-carbamic acid tert-butyl ester → 3-amino-N-cyclopropyl-2-hydroxy-3-methylbutanamide

HRID 642900

Reaction equation

HRID 642900 reaction equation
C(OC(=O)[NH:7][C:8]([CH3:18])([CH3:17])[CH:9]([C:11](=[O:16])[NH:12][CH:13]1[CH2:15][CH2:14]1)[OH:10])(C)(C)C>C(Cl)Cl.C(O)(C(F)(F)F)=O>[NH2:7][C:8]([CH3:18])([CH3:17])[CH:9]([OH:10])[C:11]([NH:12][CH:13]1[CH2:14][CH2:15]1)=[O:16]

Participants

4

Reactant 1

HCID 67385732(2-Cyclopropylcarbamoyl-2-hydroxy-1,1-dimethylethyl)-carbamic acid tert-butyl ester

Product 1

HCID 575620933-amino-N-cyclopropyl-2-hydroxy-3-methylbutanamide

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of (2-cyclopropylcarbamoyl-2-hydroxy-1,1-dimethylethyl)-carbamic acid tert-butyl ester in CH2Cl2 (10 mL) and TFA (5 mL) was stirred at room temperature for 4 h. The reaction mixture was then concentrated and chased with toluene to yield 3-amino-N-cyclopropyl-2-hydroxy-3-methylbutyramide.

Workup

  1. concentrationThe reaction mixture was then concentrated

Sources & evidence

ORD record
ord-b53abed890bb4d2d81856e9c27652cd7
Source dataset
uspto-grants-2010_04
Patent number
US07696250B2

Linked notes

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