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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1377169Generated: November 1, 2026

2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl- → HCID 70149074, compound

https://huagongshe.com/reaction/1377169

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-HCID 81646—
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactanttert-butyl(1S)-1-[(2S)-5-oxotetrahydrofuran-2-yl]-2-phenylethylcarbamateHCID 10870461—
Reactant3,4-dimethoxybenzyl iodideHCID 11161743—
SolventTetrahydrofuranHCID 8028—
ProductHCID 70149074HCID 70149074—

Reaction Steps

In analogy with Example 44c), 1 g of 5(S)-[1(S)-(Boc-amino)-2-phenylethyl]dihydrofuran-2-(3H)-one [Example 2b)] in 4 ml of abs. THF is deprotonated (-75° C.) with 6.42 ml of a 1M solution of lithium bis(trimethylsilyl)amide in THF, with the addition of 0.66 ml of DMPU, and alkylated with 911 mg of 3,4-dimethoxybenzyl iodide. Chromatography on silica gel (eluents D, C and J) gives the pure title compound. TLC Rf (C)=0.42. MS M+ =455.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05663200
Source datasetuspto-grants-1997_09
ORD IDord-9060cf601aa449478f3f32e2e2f802e5
Source noteuspto-grants-1997_09