HuagongsheHuagongshe Chemistry Print Report · For research reference only
Boron trifluoride etherate → HCID 54193385, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Boron trifluoride etherate | HCID 8000 | — |
| Reactant | HCID 989180 | HCID 989180 | — |
| Reactant | 3-Phenylprop-2-ene-1-thiol | HCID 53700551 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 54193385 | HCID 54193385 | 52.2% |
Reaction Steps
Boron trifluoride etherate (200 μl, 1.3 mmol) is added to a solution of 2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-α-D-mannopyranose (389 mg) and cinnamyl mercaptan (150 mg) in chloroform (10 ml), and the solution is kept under nitrogen for 2 days. Another portion of boron trifluoride etherate (200 μl) is added and the solution is kept under nitrogen for another 2 days. Chloroform (15 ml) is added and the solution is washed with aqueous sodium hydrogencarbonate and water, dried, and evaporated in vacuo to a residue, which is purified by preparative chromatography (EtOAc--CHCl3, 10:90, v/v, as a developing phase) to give the title compound (250 mg, 52%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04554349 |
| Source dataset | uspto-grants-1985_11 |
| ORD ID | ord-a7a12d290f6a496cb020132ee9729432 |
| Source note | uspto-grants-1985_11 |