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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1897914Generated: November 1, 2026

4-Methoxybenzylamine → (3S,4S,6R)-6-benzhydryl-4-(4-methoxy-benzylamino)-tetrahydropyran-3-ol

https://huagongshe.com/reaction/1897914

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethoxybenzylamineHCID 75452—
Reactant(1S,4R,6R)-4-benzhydryl-3,7-dioxa-bicyclo[4.1.0]-heptaneHCID 86605348—
Product(3S,4S,6R)-6-benzhydryl-4-(4-methoxy-benzylamino)-tetrahydropyran-3-olHCID 66631546—

Reaction Steps

(1S,4R,6R)-4-benzhydryl-3,7-dioxa-bicyclo[4.1.0]heptane 28d (0.02 g, 0.075 mmol) was reacted with p-methoxy-benzylamine (0.21 g, 1.50 mmol) (Procedure E) to yield (3S,4S,6R)-6-benzhydryl-4-(4-methoxy-benzylamino)-tetrahydropyran-3-ol, (+)-29g, 0.029 (94%, [α]D=(+)65, c=1, MeOH). The 1HNMR and 13CNMR were identical with (3R,4R,6S)-6-benzhydryl-4-(4-methoxy-benzylamino)-tetrahydropyran-3-ol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08519159B2
Source datasetuspto-grants-2013_08
ORD IDord-f20a847f36b44a2788ad77e95707fd56
Source noteuspto-grants-2013_08