6-Amino-spiro[3.3]heptane-2-carboxylic acid synthesis

Yield:-

Steps:

Multi-step reaction with 7 steps
1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / 20 °C
2: ketoreductase P₃B₀₃; NADPH; isopropanol / aq. buffer / 48 h / 36 °C
3: triethylamine / dichloromethane / 1 h / 0 °C
4: Caswell No_. 744A / N,N-dimethyl-formamide / 36 h / 77 °C
5: triethylamine; 4-dimethylaminopyridine / dichloromethane / 2.5 h / 20 °C
6: sodium hydroxide; lithium hydroxide monohydrate / methanol / 0.67 h / 20 °C
7: palladium on activated charcoal; hydrogen / methanol / 48 h

References:

Cochran, John E.;Freedman, Seth A.;Manske, Jenna L.;O'Dowd, Hardwin [Organic Letters,2022]