Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2185616Generated: October 27, 2026

2-Norbornene → 8,9-Di(tetrahydropyranyloxycarbonyl)tetracyclo[4.4.0.12,5.17,10]dodeca-3-ene

https://huagongshe.com/reaction/2185616

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-NorborneneHCID 10352—
ReactantBicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 1,1-dimethylethyl esterHCID 15607334—
Reactant5,6-Di(t-butoxycarbonyl)norborneneHCID 21922317—
Reactant5,6-Di(t-butoxycarbonylmethoxycarbonyl)norborneneHCID 22023846—
Reactant8-Methyl-8-t-butoxycarbonylmethoxycarbonyltetracyclo[4.4.0.12.5.17.10]dodec-3-eneHCID 23377192—
ReactantTert-butyl 4-methyltetracyclo[6.2.1.13,6,02,7]dodec-9-ene-4-carboxylateHCID 69265029—
Reactant8-t-Butoxy-carbonyltetracyclo[4.4.0.12.5.17.10]dodec-3-eneHCID 131723259—
Product8,9-Di(tetrahydropyranyloxycarbonyl)tetracyclo[4.4.0.12,5.17,10]dodeca-3-eneHCID 86759458—

Reaction Steps

Among these norbornene derivatives (3), 5-t-butoxycarbonylbicyclo[2.2.1]hept-2-ene, 5,6-di(t-butoxy-carbonyl)bicyclo[2.2.1]hept-2-ene, 5,6-di(t-butoxycarbonyl-methoxycarbonyl)bicyclo[2.2.1]hept-2-ene, 8-t-butoxy-carbonyltetracyclo[4.4.0.12.5.17.10]dodec-3-ene, 8-methyl-8-t-butoxycarbonyltetracyclo[4.4.0.12.5.17.10]dodec-3-ene, 8-methyl-8-t-butoxycarbonylmethoxycarbonyltetracyclo[4.4.0.12.5.17.10]dodec-3-ene are preferred.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06403280B1
Source datasetuspto-grants-2002_06
ORD IDord-5b75a015600d45799b0b64004968b02b
Source noteuspto-grants-2002_06