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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1061934Generated: October 25, 2026

Tert-butyl 4-(trifluoromethanesulfonyloxy)-1,2,3,6-tetrahydropyridine-1-carboxylate → 4-(4-tert.-Butoxycarbonylamino-3-nitro-phenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert.-butyl ester

https://huagongshe.com/reaction/1061934

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl 4-(trifluoromethanesulfonyloxy)-1,2,3,6-tetrahydropyridine-1-carboxylateHCID 10991161—
Reactant(2-Nitro-4-tributylstannanyl-phenyl)-carbamic acid tert.-butyl esterHCID 23554337—
Product4-(4-tert.-Butoxycarbonylamino-3-nitro-phenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert.-butyl esterHCID 6959283752%

Reaction Steps

Prepared from (2-nitro-4-tributylstannanyl-phenyl)-carbamic acid tert.-butyl ester (Example D2) (3.18 g, 6.06 mmol) and 4-trifluoromethylsulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert.-butyl ester (1.99 g, 6.0 mmol) [prepared from Boc-4-piperidone by treatment with LDA in THF at −78° C. followed by reaction with N-phenyl-bis(trifluoromethanesulfonimide) according to Wustrow et al. Synthesis 1991, 1993] according to the general procedure E. Obtained as an orange solid (1.304 g, 52%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06960578B2
Source datasetuspto-grants-2005_11
ORD IDord-c600830e379a4f5ebf8b19678bb63afa
Source noteuspto-grants-2005_11