تفاعل #45282

معادلة التفاعل

2-Benzyloxycarbonylamino-3-(1-methylcyclopentyl)-propionic acid methyl ester

acetonitrile

→

(R)-2-benzyloxycarbonyl-amino-3-(1-methylcyclopentyl)propionic acid methyl ester

المذيبات

NaHCO3

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added
2. 2
   أخرىThe reaction mixture was then evaporated at 30° C.
3. 3
   أخرىto remove acetonitrile
4. 4
   غسيلthe aqueous residue was washed with ether
5. 5
   تركيزThe ethereal layer was concentrated

الإجراء التجريبي

2-Benzyloxycarbonylamino-3-(1-methylcyclopentyl)-propionic acid methyl ester (7.6 g, 23.8 mmol) was dissolved in a mixture of acetonitrile (82 mL) and 0.2 M aqueous NaHCO3 (158 mL) and Alcalase 2.4 L (1.1 mL) was added and the reaction mixture was stirred vigorously for 8 h. The reaction mixture was then evaporated at 30° C. to remove acetonitrile, and the aqueous residue was washed with ether. The ethereal layer was concentrated to yield (R)-2-benzyloxycarbonyl-amino-3-(1-methylcyclopentyl)propionic acid methyl ester (1.9 g). The aqueous phase was filtered with Celite®, the pH was adjusted to 3 with 6N HCl, and the solution was extracted with ethylacetate. The ethyl acetate layer was dried and evaporated to yield 2(8)-benzyloxycarbonylamino-3-(1-methylcyclopentyl)-propionic acid (1.4 g).

المصدر