Trifluoroacetic acid → Ethyl glycyl-3-(2-methoxy-3-pyridinyl)alaninate

HRID 1972655Notes

Reaction equation

HRID 1972655 reaction equation
C(OC([NH:8][CH2:9][C:10]([NH:12][C@H:13]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH2:14][C:15]1[C:16]([O:21][CH3:22])=[N:17][CH:18]=[CH:19][CH:20]=1)=[O:11])=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:8][CH2:9][C:10]([NH:12][C@H:13]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH2:14][C:15]1[C:16]([O:21][CH3:22])=[N:17][CH:18]=[CH:19][CH:20]=1)=[O:11]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66582982ethyl N-(tert-butoxycarbonyl)glycyl-3-(2-methoxy-3-pyridinyl)alaninate

Product 1

HCID 66582541Ethyl glycyl-3-(2-methoxy-3-pyridinyl)alaninate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a 100-mL round-bottomed flask was added ethyl N-(tert-butoxycarbonyl)glycyl-3-(2-methoxy-3-pyridinyl)alaninate (1.38 g, 3.62 mmol) and trifluoroacetic acid (5 mL, 67.3 mmol) in DCM (5 mL). The reaction mixture was stirred at room temperature for 2 h. The solvent was removed in vacuo to give the crude ethyl glycyl-3-(2-methoxy-3-pyridinyl)alaninate as a colorless oil, which was used without purification.

Workup

  1. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-81d19a89ffaf4ac88f31483e382fc75d
Source dataset
uspto-grants-2013_04
Patent number
US08431563B2

Reaction notes

Loading…