Reaction #2467947

ord-80affb7eb23e4bd3842fa7721b6694e5

Reaction equation

CCOC(=O)C(CNc1nc(-c2ccccc2)cs1)Cc1ccccc1
2-Benzyl-3-(4-phenyl-thiazol-2-ylamino)-propionic ethyl ester
[K+].[OH-]
KOH
O=S(=O)([O-])O.[K+]
KHSO4
→
O=C(O)C(CNc1nc(-c2ccccc2)cs1)Cc1ccccc1
2-Benzyl-3-(4-phenyl-thiazol-2-ylamino)-propionic acid

Reactants

CCOC(=O)C(CNc1nc(-c2ccccc2)cs1)Cc1ccccc1
2-Benzyl-3-(4-phenyl-thiazol-2-ylamino)-propionic ethyl ester
[K+].[OH-]
KOH
—
solution
O=S(=O)([O-])O.[K+]
KHSO4

Reagents

None

Solvents

CCO
EtOH
O
water

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherlyophilized before purification

Procedure

To a solution of 2-Benzyl-3-(4-phenyl-thiazol-2-ylamino)-propionic ethyl ester (22r) (0.028 mmol, 10 mg) in EtOH (2 mL) and water (200 μL) is added KOH 1N solution (224 μL, 8 eq.). After 5 hours, the solution is neutralized with KHSO4 1N solution and lyophilized before purification.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08257931B2uspto-grants-2012_09