تفاعل #61100

معادلة التفاعل

{(R)-[4-(2-Morpholin-4-yl-ethoxy)-phenyl]-[(1S,2S)-2-phenyl-1-(4-propionyl-thiazol-2-ylcarbamoyl)-propylcarbamoyl]-methyl}-carbamic acid-tert-butyl ester

→

(2S,3S)-2-{(R)-2-amino-2-[4-(2-morpholin-4-yl-ethoxy)-phenyl]-acetylamino}-3-phenyl-N-(4-propionyl-thiazol-2-yl)-butyramide

المذيبات

trifluoroacetic acid

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   أخرىwas partitioned between ethyl acetate and saturated aqueous sodium bicarbonate solution
2. 2
   workup.ADDITIONThe aqueous layer was adjusted to pH=8 by the addition of solid sodium bicarbonate
3. 3
   استخلاصThe aqueous layer was again extracted with ethyl acetate (2×)
4. 4
   تجفيفThe combined organic layers was dried over sodium sulfate
5. 5
   ترشيحfiltered
6. 6
   تركيزconcentrated in vacuo

الإجراء التجريبي

{(R)-[4-(2-Morpholin-4-yl-ethoxy)-phenyl]-[(1S,2S)-2-phenyl-1-(4-propionyl-thiazol-2-ylcarbamoyl)-propylcarbamoyl]-methyl}-carbamic acid-tert-butyl ester (0.19 mmol) was dissolved in a 30% v/v solution of trifluoroacetic acid in dichloromethane (5 mL) at 0° C. After stirring for 2 hours the reaction mixture was partitioned between ethyl acetate and saturated aqueous sodium bicarbonate solution. The aqueous layer was adjusted to pH=8 by the addition of solid sodium bicarbonate. The aqueous layer was again extracted with ethyl acetate (2×). The combined organic layers was dried over sodium sulfate, filtered and concentrated in vacuo to give crude (2S,3S)-2-{(R)-2-amino-2-[4-(2-morpholin-4-yl-ethoxy)-phenyl]-acetylamino}-3-phenyl-N-(4-propionyl-thiazol-2-yl)-butyramide which was used immediately and without further purification.

المصدر