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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 629729Generated: November 2, 2026

Imidazole → HCID 131735381, compound

https://huagongshe.com/reaction/629729

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-ButyldiphenylchlorosilaneHCID 94078—
ReactantHCID 131735382HCID 131735382—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
SolventHeptaneHCID 8900—
ProductHCID 131735381HCID 131735381—

Reaction Steps

A solution of intermediate tert-butyl (2S,5R)-5-(hydroxymethyl)-2-[1-hydroxy-2-(2-nitrophenyl)ethyl]morpholine-4-carboxylate and imidazole (3.2 eq.) in dry DMF (0.43 M) was treated with neat TBDPS-Cl (1.1 eq.) and the final solution stirred at room temperature for 48 h, diluted with DCM and heptane (excess) and concentrated. The residue was purified by automated silicagel flash chromatography system eluted with a gradient 10% to 50% EtOAc in hexanes, to afford title compound as white foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315475B2
Source datasetuspto-grants-2016_04
ORD IDord-383faafcdc5f4f2aa637e0396103c4be
Source noteuspto-grants-2016_04