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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2271008Generated: October 31, 2026

Hydrochloric Acid → HCID 54208445, compound

https://huagongshe.com/reaction/2271008

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium hydrideHCID 24758—
ReactantHCID 57099433HCID 57099433—
SolventDimethylformamideHCID 6228—
ProductHCID 54208445HCID 54208445100.2%

Reaction Steps

A solution of (2R,3R)-O-benzyl-2-tert-butoxycarbonylamino-3-[N-(2-methanesulfonyloxyethyl)-N-methanesulfonylamino]butanol (2.6 g) in dry DMF (15 ml) was added dropwise to a suspension of sodium hydride (60% dispersion in mineral oil, 189 mg) in dry DMF (10 ml) at 4° C. over 20 minutes. The mixture was stirred at same temperature for 45 minutes and then poured into a mixture of ice and 1N HCl (8 ml). The mixture was extracted with AcOEt. The organic layer was washed with saturated aqueous NaCl solution, dried over MgSO4 and concentrated in vacuo. The residue was purified by SiO2 column chromatography (eluent: AcOEt in n-hexane 40% and 50%) to give 2.1 g of (2R,3R)-2-benzyloxymethyl-1-tert-butoxycarbonyl-4-methanesulfonyl-3-methylpiperazine as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06333324B1
Source datasetuspto-grants-2001_12
ORD IDord-78b5e86c512e4a21b90fc5277bcb29da
Source noteuspto-grants-2001_12