Ammonia → trans-1-Boc-3-cyano-4-hydroxypyrrolidine
Reaktionsgleichung
[C:1]([O:5][C:6]([N:8]1[CH2:12][C@@H:11]([C:13]#[N:14])[C@H:10]([O:15]C(=O)C)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].N>CO>[C:1]([O:5][C:6]([N:8]1[CH2:9][C@@H:10]([OH:15])[C@H:11]([C:13]#[N:14])[CH2:12]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
80.1 A solution of (3S,4S)-3-acetoxy-4-cyano-pyrrolidine-1-carboxylic acid tert-butyl ester (1.00 g, prepared according to example 79.2) in 10 ml of a 2M NH3 solution in MeOH was stirred at 22° C. for 1 h and evaporated. The residue was chromatographed on silica (heptane/AcOEt, 2.5:1) to give (3S,4S)-3-cyano-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester. Colorless solid. MS 213.3 ([M+H]+)