Trifluoroacetic acid → Methyl 3-amino-2-([(benzyloxy)carbonyl]amino]propanoate trifluoroacetate

HRID 2086246Notes

Reaction equation

HRID 2086246 reaction equation
[CH2:1]([O:8][C:9]([NH:11][CH:12]([CH2:17][NH:18]C(OC(C)(C)C)=O)[C:13]([O:15][CH3:16])=[O:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:26][C:27]([F:32])([F:31])[C:28]([OH:30])=[O:29]>C1(C)C=CC=CC=1>[F:26][C:27]([F:32])([F:31])[C:28]([OH:30])=[O:29].[NH2:18][CH2:17][CH:12]([NH:11][C:9]([O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:10])[C:13]([O:15][CH3:16])=[O:14]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 4358157Methyl 2-[[(benzyloxy)carbonyl]amino]-3-[(tert-butoxycarbonyl)amino]propanoate

Product 1

HCID 69545687Methyl 3-amino-2-([(benzyloxy)carbonyl]amino]propanoate trifluoroacetate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of methyl 2-[[(benzyloxy)carbonyl]amino]-3-[(tert-butoxycarbonyl)amino]propanoate (4.3 g) in toluene (20 ml) was treated dropwise with trifluoroacetic acid (20 ml) and stirred at room temperature for 1 hour, and concentrated under reduced pressure. The residue was crystallized from ethyl acetate to obtain methyl 3-amino-2-[[(benzyloxy)carbonyl)amino]propanoate trifluoroacetate (4.4 g).

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was crystallized from ethyl acetate

Sources & evidence

ORD record
ord-394ef33192ac453fbc86d34efe9f00aa
Source dataset
uspto-grants-2004_04
Patent number
US06723722B1

Reaction notes

Loading…