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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 644776Generated: October 30, 2026

Methyl propiolate → HCID 68578563, compound

https://huagongshe.com/reaction/644776

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl propiolateHCID 13536—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 86613986HCID 86613986—
CatalystCopper iodideHCID 83717—
SolventTolueneHCID 1140—
ProductHCID 68578563HCID 6857856393%

Reaction Steps

A mixture of 1,2,4,6-tetra-O-acetyl-3-azido-3-deoxy-D-galactopyranose 22 (Lowary and Hindsgaul, 1994) (10 mg, 0.027 mmol), methyl propiolate (2.4 μL, 1 eq.), copper iodide (0.6 mg, 0.1 eq.), diisopropylethylamine (1 eq.), and toluene (1 mL) were stirred together for 12 h at r.t. The solvent was evaporated and the product was purified by column chromatography (SiO2, heptane:EtOAc 2:1) to give 23 (12.2 mg, 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700763B2
Source datasetuspto-grants-2010_04
ORD IDord-2dba9313563e4bf2a42d14489bde8c60
Source noteuspto-grants-2010_04