HuagongsheHuagongshe Chemistry Print Report · For research reference only
Boron trifluoride etherate → 9-(2,5-di-O-acetyl-3-bromo-3-deoxy-beta-D-xylofuranosyl)adenine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Boron trifluoride etherate | HCID 8000 | — |
| Reactant | Phosphorus tribromide | HCID 24614 | — |
| Reactant | 3',5'-Di-o-acetyladenosine | HCID 18651917 | — |
| Product | 9-(2,5-di-O-acetyl-3-bromo-3-deoxy-beta-D-xylofuranosyl)adenine | HCID 10982560 | — |
Reaction Steps
This compound is prepared by a in situ acyloxonium ion generated by treating 3',5'-di-O-acetyladenosine with boron trifluoride etherate followed by phosphorus tribromide according to the procedure of Kondo, K., Adachi, T., and Inoue, I. (1977), J. Org. Chem., 42:3967. The title compound can also be formed by treating adenosine with tetraacetoxysilane and phosphorus tribromide in the presence of boron trifluoride etherate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05521302 |
| Source dataset | uspto-grants-1996_05 |
| ORD ID | ord-150694fff8214d35923b4063d737ce10 |
| Source note | uspto-grants-1996_05 |