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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78932Generated: October 26, 2026

4-Fluorobenzylamine → (2S,4R,5R)-2-benzhydryl-5-(4-fluoro-benzylamino)-tetrahydropyran-4-ol

https://huagongshe.com/reaction/78932

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-FluorobenzylamineHCID 67326—
Reactant(1S,4S,6R)-4-benzhydryl-3,7-dioxa-bicyclo[4.1.0]-heptaneHCID 54762329—
SolventEthanolHCID 702—
Product(2S,4R,5R)-2-benzhydryl-5-(4-fluoro-benzylamino)-tetrahydropyran-4-olHCID 11303888—

Reaction Steps

(1S,4S,6R)-4-benzhydryl-3,7-dioxa-bicyclo[4.1.0]-heptane 28a (0.025 g, 0.094 mmol) was reacted with para-fluoro-benzylamine (0.24 g, 1.88 mmol) in ethanol (Procedure E) to yield (2S,4R,5R)-2-benzhydryl-5-(4-fluoro-benzylamino)-tetrahydropyran-4-ol, (−)-29b, 0.032 g (86%, [α]D=(−)77.2, c=1, MeOH).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841464B2
Source datasetuspto-grants-2014_09
ORD IDord-c09801b31ea644a3a7cee90af5e07934
Source noteuspto-grants-2014_09