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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1478740Generated: October 31, 2026

[(2R,4R,5S)-5-amino-2-[(benzyloxy)methyl]-5-(2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]methanol → rel-(1R)-1-[(2R,4R,5S)-5-amino-2-cyclopropyl-5-(2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]-2-fluoroethanol

https://huagongshe.com/reaction/1478740

Reaction equation

Participants

RoleNameHCIDCharge
Reactant[(2R,4R,5S)-5-amino-2-[(benzyloxy)methyl]-5-(2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]methanolHCID 71277793—
Reactantrel-(3R,3aR,5R,7aS)-5-cyclopropyl-7a-(2,4-difluorophenyl)-3-(fluoromethyl)hexahydro-1H-pyrano[3,4-c][1,2]oxazoleHCID 90253440—
Productrel-(1R)-1-[(2R,4R,5S)-5-amino-2-cyclopropyl-5-(2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]-2-fluoroethanolHCID 90253568—

Reaction Steps

rel-(3R,3aR,5R,7aS)-5-Cyclopropyl-7a-(2,4-difluorophenyl)-3-(fluoromethyl)hexahydro-1H-pyrano[3,4-c][1,2]oxazole (C44) was converted to the product using the chemistry described for synthesis of [(2R,4R,5S)-5-amino-2-[(benzyloxy)methyl]-5-(2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]methanol (C6) in Preparation P1. The product was obtained as an oil. Yield: 0.17 g, 0.54 mmol, 99%. LCMS m/z 316.2 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403846B2
Source datasetuspto-grants-2016_08
ORD IDord-1c989661525745a4be3e3c2212e7b6b3
Source noteuspto-grants-2016_08