HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl propiolate → HCID 68578563, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl propiolate | HCID 13536 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 86613986 | HCID 86613986 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 68578563 | HCID 68578563 | 93% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07700763B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-2dba9313563e4bf2a42d14489bde8c60 |
| Source note | uspto-grants-2010_04 |