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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1478723Generated: November 1, 2026

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

https://huagongshe.com/reaction/1478723

Reaction equation

Participants

RoleNameHCIDCharge
Reactant[(2R,4R,5S)-5-amino-2-[(benzyloxy)methyl]-5-(2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]methanolHCID 71277793—
Reactant(3S,3aR,5R,7aS)-5-cyclopropyl-7a-(2,4-difluorophenyl)-3-methylhexahydro-1H-pyrano[3,4-c][1,2]oxazoleHCID 90253542—
Product(1S)-1-[(2R,4R,5S)-5-amino-2-cyclopropyl-5-(2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]ethanolHCID 118621176—

Reaction Steps

(3S,3aR,5R,7aS)-5-Cyclopropyl-7a-(2,4-difluorophenyl)-3-methyl hexahydro-1H-pyrano[3,4-c][1,2]oxazole (C28) was converted to the product using the method 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 resulting oil was used in the next step without additional purification. Yield: 0.11 g, 0.37 mmol, 87%. LCMS m/z 298.2 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403846B2
Source datasetuspto-grants-2016_08
ORD IDord-6012e8e1e00649839026042057f2846f
Source noteuspto-grants-2016_08