Reaction #72083

Reaction equation

Methanol

Acetyl chloride

triethylamine

Methyl cis(±)-2-amino-5-(4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)benzoate

→

title compound

Methyl cis(±)-2-(acetylamino)-5-(4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)benzoate

Solvents

methylene chloride

Conditions

Workup

1. 1
   Concentrationfollowed by concentration under reduced pressure
2. 2
   workup.ADDITIONThen, the residue was diluted with ethyl acetate
3. 3
   Washwashed with water
4. 4
   Concentrationconcentrated under reduced pressure

Procedure

Methyl cis(±)-2-amino-5-(4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)benzoate obtained in Example (185b) (300 mg) was dissolved in methylene chloride (25 ml). Acetyl chloride (0.1 ml) and triethylamine (0.2 ml) were added, and the mixture was stirred at room temperature for one hour. Methanol was added to the reaction solution, followed by concentration under reduced pressure. Then, the residue was diluted with ethyl acetate, washed with water, and then concentrated under reduced pressure to obtain the title compound. The resulting compound was used for the next reaction without purification.

Source