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Industrial synthesis of (1S,2R)-2-amino-1,2-diphenyl ethanol involves asymmetric catalytic reduction or chiral induction, suitable for the synthesis of substituted analogues. The specific route is as follows:
1. Mainstream industrial synthesis route
Asymmetric reduction method (preferred): Using benzoylformaldehyde and aniline as raw materials, catalyzed by a chiral catalyst (such as Rh-DIPAMP), the imine intermediate is reduced asymmetrically to construct the chiral center in one step, resulting in a high optical purity (ee value > 95%) and suitable for large-scale production.
Chiral induction method: Using a natural chiral source (such as L-tartaric acid) as an inducer, through a sequence of condensation, reduction, and hydrolysis reactions, the target configuration product is directionally generated with lower cost, but the steps are slightly more numerous.
2. Adaptability of substituted analogue synthesis
Phenyl-substituted analogues can directly replace the corresponding substituted benzene raw materials (such as p-methylbenzoylformaldehyde, isopropylbenzamide), and follow the above route. The asymmetric reduction method is preferred, and by adjusting the chiral catalyst ligand, high optical purity can be maintained, with strong industrial compatibility.
