HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,8-Diazabicyclo(5.4.0)undec-7-ene → (5-Azidomethyl-furan-2-ylmethyl)-carbamic Acid Tert-Butyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | tert-butyl N-{[5-(hydroxymethyl)furan-2-yl]methyl}carbamate | HCID 60034672 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | (5-Azidomethyl-furan-2-ylmethyl)-carbamic Acid Tert-Butyl Ester | HCID 60053847 | 80.3% |
Reaction Steps
99.4 mg of (5-hydroxymethyl-furan-2-ylmethyl)-carbamic acid tert-butyl ester was added to 4.5 mL of toluene, added successively with 83.7 mg of 1,8-diazabicyclo[5,4,0]undec-7-ene and 151.6 mg of diphenylphosphoryl azide, and stirred at room temperature under nitrogen atmosphere for 1 hour and 45 minutes. Then the solvent was evaporated, followed by purification and separation by silica gel column chromatography, to afford 88.6 mg of the title compound as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07429609B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-c19f5c57d04244d78f3d083d4436c690 |
| Source note | uspto-grants-2008_09 |