Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 456773Generated: October 29, 2026

Cyclopentadiene → Methyl (1S,3S,4R)-2-((1R)-1-phenylethyl)-2-azabicyclo(2.2.1)hept-5-ene-3-carboxylate

https://huagongshe.com/reaction/456773

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopentadieneHCID 7612—
Reactant3,3,3-Trifluoropropionic acidHCID 2777972—
ReactantHCID 178501625HCID 178501625—
Solvent2,2,2-TrifluoroethanolHCID 6409—
ProductMethyl (1S,3S,4R)-2-((1R)-1-phenylethyl)-2-azabicyclo(2.2.1)hept-5-ene-3-carboxylateHCID 11780161—

Reaction Steps

To a solution of methyl (2Z)-{[(1R)-1-phenylethyl]imino}acetate obtained in Example 42-1 (238 g) in 2,2,2-trifluoroethanol, was added trifluoromethylacetic acid (95.9 mL) at −10° C. The mixture was then stirred at the same temperature. After 1 hr, cyclopentadiene was added dropwise at −10° C. over 30 minutes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07186731B2
Source datasetuspto-grants-2007_03
ORD IDord-7dd52d3492074254a2cb18f041a15926
Source noteuspto-grants-2007_03