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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2223238Generated: November 2, 2026

Benzyl Bromide → Benzyl[2-({6-[(tert-butoxycarbonyl)amino]pyridin-3-yl}methyl)-3-ethoxy-3-oxopropyl]phosphinic acid

https://huagongshe.com/reaction/2223238

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantBis(trimethylsilyl)trifluoroacetamideHCID 94358—
ReactantHCID 178470992HCID 178470992—
SolventDichloromethaneHCID 6344—
ProductBenzyl[2-({6-[(tert-butoxycarbonyl)amino]pyridin-3-yl}methyl)-3-ethoxy-3-oxopropyl]phosphinic acidHCID 68804398216.2%

Reaction Steps

Argon was bubbled through a mixture of BSTFA (0.3 mL; 1.3 mmol), benzyl bromide (0.1 mL; 0.7 mmol), and CH2Cl2 (1.5 mL) for 10 minutes. 2-({6-[(tert-Butoxycarbonyl)amino]pyridin-3-yl}methyl)-3-ethoxy-3-oxopropylphosphinic acid (50 mg; 0.13 mmol) was added, and the reaction mixture was refluxed under argon for 1 h. The solution was concentrated to afford 0.13 g of crude benzyl[2-({6-[(tert-butoxycarbonyl)amino]pyridin-3-yl}methyl)-3-ethoxy-3-oxopropyl]phosphinic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07375121B2
Source datasetuspto-grants-2008_05
ORD IDord-580f462ef7d04ae5a04bd74bdfd421f2
Source noteuspto-grants-2008_05