反应详情

A solution of N-boc-cis-4-cyano-L-proline methyl ester (800 mg, 3.15 mmol) in MeOH (27 mL) was cooled to 0° C. and LiOH.H2O (792 mg, 18.9 mmol) was added. The colorless solution was allowed to reach RT and stirred for 4 h. LiOH.H2O (792 mg, 18.9 mmol) was added and the reaction further stirred at for 1 hour to complete the reaction. MeOH was concentrated and the residue diluted in CH2Cl2 and treated with aqueous 1M HCl adjusting the pH to 1. The layers were separated and the aqueous one re-extracted with CH2Cl2 (×2). The combined organic extracts were dried (Na2SO4), filtered and concentrated to give the desired compound which was used in the next step without further purification. MS (LC/MS): 263.0 [M+Na]+, 503.2 [2M+Na]+, 239.1 [M−H]−.

1. customto reach RT
2. customthe reaction
3. stirringfurther stirred at for 1 hour
4. customthe reaction
5. concentrationMeOH was concentrated
6. additionthe residue diluted in CH2Cl2
7. additiontreated with aqueous 1M HCl adjusting the pH to 1
8. customThe layers were separated
9. extractionthe aqueous one re-extracted with CH2Cl2 (×2)
10. dry with materialThe combined organic extracts were dried (Na2SO4)
11. filtrationfiltered
12. concentrationconcentrated