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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 550998Generated: October 30, 2026

Diisopropylethylamine → HCID 57457647, compound

https://huagongshe.com/reaction/550998

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
ReactantHCID 57663762HCID 57663762—
Solventtert-ButanolHCID 6386—
ProductHCID 57457647HCID 57457647—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of methyl N-(6-carboxy-2-nitrophenyl)glycinate from Step A (6.08 g, 23.9 mmol), diphenyl phosphoryl azide (7.90 g, 28.7 mmol) and N,N-diisopropylethylamine (12.5 mL, 71.8 mmol) in tert-BuOH (40 mL) was heated at 90° C. for 90 min, then solvent was removed in vacuo. The residue was purified by silica gel chromatography, eluting with a gradient of CH2Cl2:MeOH—100:0 to 90:10, to give the title compound in sufficient purity for use in subsequent steps. MS: m/z=252 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07947677B2
Source datasetuspto-grants-2011_05
ORD IDord-8d262b29c0d647bd8c967f256eaac880
Source noteuspto-grants-2011_05