HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributylvinyltin → 2beta-Carbomethoxy-3beta-(4'-ethenylphenyl)tropane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tributylvinyltin | HCID 81998 | — |
| Reactant | Methyl (1R,2S,3S,5S)-3-(4-bromophenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate | HCID 57340111 | — |
| Product | 2beta-Carbomethoxy-3beta-(4'-ethenylphenyl)tropane | HCID 10755572 | — |
Reaction Steps
Scheme 5 provides exemplary synthetic route for 2β-carbomethoxy-3β-4′-(Z-2-iodoethenyl)phenyl)tropane (ZIET) and [123I] ZIET. The preparation of ZIET involved a five-step sequence of reactions. In this synthetic approach 2β-carbomethoxy-3β-(4′-bromophenyl)tropane was treated with vinyltributyltin to yield 2β-carbomethoxy -3β-(4′-ethenylphenyl)tropane. The vinyltropane derivative was converted to 2β-carbomethoxy-3β-(4′-formylphenyl)tropane followed by reaction with triphenyl-phosphoniumiodomethyne yllide to give ZIET.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06843979B2 |
| Source dataset | uspto-grants-2005_01 |
| ORD ID | ord-4e4e63963dc54c48bf6226fb64be5562 |
| Source note | uspto-grants-2005_01 |