تفاعل #2798

معادلة التفاعل

2-[4-(2-Benzoylsulfanyl-3-phenyl-propionyl-amino)-3-oxo-1,3,4,5-tetrahydro-benzo[c]azepin-2-yl]-4-methyl-valeric acid, tert-butyl ester

hydrochloric acid

→

title compound

2-[4-(2-Mercapto-3-phenyl-propionyl-amino)-3-oxo-1,3,4,5-tetrahydro-benzo[c]azepin-2-yl]-4-methyl-valeric acid, tert-butyl ester

المذيبات

methanol

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONTreat
2. 2
   أخرىwith degassed 1N aqueous lithium hydroxide (1.0 mL)
3. 3
   درجة الحرارةto warm gradually over 3 hours
4. 4
   أخرىWith the reaction at 0° C.
5. 5
   أخرىPartition between methylene chloride and water
6. 6
   تجفيفdry (Na2SO4)
7. 7
   أخرىpurify by silica gel chromatography

الإجراء التجريبي

Combine 2-[4-(2-Benzoylsulfanyl-3-phenyl-propionyl-amino)-3-oxo-1,3,4,5-tetrahydro-benzo[c]azepin-2-yl]-4-methyl-valeric acid, tert-butyl ester (0.229 mmol) in degassed methanol (3 mL) and cool in an ice bath. Treat with degassed 1N aqueous lithium hydroxide (1.0 mL) and stir, allowing the ice bath to warm gradually over 3 hours. With the reaction at 0° C., acidify with 5% hydrochloric acid. Partition between methylene chloride and water, dry (Na2SO4) and purify by silica gel chromatography to give the title compound.

المصدر