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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1175309Generated: November 1, 2026

2,2,2-Trifluoroethanol → HCID 59557686, compound

https://huagongshe.com/reaction/1175309

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2,2-TrifluoroethanolHCID 6409—
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
ReactantHCID 59557721HCID 59557721—
SolventTolueneHCID 1140—
ProductHCID 59557686HCID 59557686—

Reaction Steps

To a solution of (5-chloro-4-(4-ethylbenzyl)-2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)phenyl)methanol (0.783 g, 1 mmol) (V-1) in toluene (2 mL) was added ADDP (2 mmol) at room temperature. The mixture was stirred for 10 min and then Bu3P (2 mmol) was added. After stirring for 1 h, CF3CH2OH (1.0 g, 10 mmol) was added. The mixture was stirred overnight. After removal of volatiles under reduced pressure, the residue was purified by preparative LC-MS to obtain (2R,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-(4-chloro-5-(4-ethylbenzyl)-2-((2,2,2-trifluoroethoxy)methyl)phenyl)tetrahydro-2H-pyran (intermediate V-2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07838498B2
Source datasetuspto-grants-2010_11
ORD IDord-6ac1d476acc245dbbcde5bac522d76b8
Source noteuspto-grants-2010_11