تفاعل #534145

معادلة التفاعل

20

4-{2-[2-(tert-Butoxycarbonyl-methyl-amino)-propionylamino]-2-cyclohexyl-acetyl}-1-methanesulfonyl-octahydro-pyrrolo[3,2-b]pyrrole-3-carboxylic acid methyl ester

NaOH

→

21

المردود 79.0%

4-{2-[2-(tert-Butoxycarbonyl-methyl-amino)-propionylamino]-2-cyclohexyl-acetyl}-1-methanesulfonyl-octahydro-pyrrolo[3,2-b]pyrrole-3-carboxylic acid

المردود 79.0%

المذيبات

MeOH

ظروف التفاعل

المعالجة

1. 1
   تركيزthe solution was concentrated
2. 2
   workup.ADDITIONdiluted with EtOAc and 1M HCl
3. 3
   أخرىThe layers were separated
4. 4
   استخلاصthe aqueous phase was extracted with EtOAc
5. 5
   غسيلThe combined organic extracts were washed successively with 1M HCl, brine
6. 6
   تجفيفdried over anhydrous Na2SO4
7. 7
   ترشيحfiltered
8. 8
   تركيزconcentrated

الإجراء التجريبي

A solution of 20 (362 mg, 0.63 mmol) in MeOH (10 mL) was treated with 1M NaOH (2 mL) at ambient temperature. After 1 h, the solution was concentrated and diluted with EtOAc and 1M HCl. The layers were separated and the aqueous phase was extracted with EtOAc. The combined organic extracts were washed successively with 1M HCl, brine, dried over anhydrous Na2SO4, filtered and concentrated to afford 21 as a yellow-colored foam (278 mg) which was used without further purification.

المصدر