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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 263793Generated: October 25, 2026

Lithium Hexamethyldisilazide → HCID 56615310, compound

https://huagongshe.com/reaction/263793

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant(5S)-5-[(1S)-1-(N-t-butoxycarbonylamino)-2-cyclohexylethyl]dihydrofuran-2(3H)-oneHCID 10946873—
Reactantp-Benzyloxybenzyl iodideHCID 11723738—
SolventTetrahydrofuranHCID 8028—
ProductHCID 56615310HCID 56615310—

Reaction Steps

Analogously to Example 21 D) 1) c), 30.9 g (99.26 mmol) of 5(S)-[1(S)-(Boc-amino)-2-cyclohexylethyl]-dihydrofuran-2-(3H)-one are reacted with 200 ml (200 mmol) of lithium bis(trimethylsilyl)amide 1M in THF and 34 g (104.8 mmol) of 4-benzyloxybenzyl iodide to yield the title compound. The title compound is purified by column chromatography (SiO2, hexane/ethyl acetate: 4/1 to 1/1) and crystallisation (hexane/ethyl acetate); TLC Rf (C)=0.33; tRet (IV)=20.41 min; FAB-MS (M+H+)=508.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05643878
Source datasetuspto-grants-1997_07
ORD IDord-93cccff67ca9429690db824b724300ec
Source noteuspto-grants-1997_07