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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1759690Generated: October 31, 2026

Trifluoroacetic acid → 3-Amino-1-(4-methoxy-benzenesulfonyl)-2,3,4,7-tetrahydro-1H-azepine-2-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1759690

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant1-(4-Methoxy-benzenesulfonyl)-3-(4-methoxy-benzyloxycarbonyl-amino)-2,3,4,7-tetrahydro-1H-azepine-2-carboxylic Acid Tert-Butyl EsterHCID 15550525—
SolventDichloromethaneHCID 6344—
Product3-Amino-1-(4-methoxy-benzenesulfonyl)-2,3,4,7-tetrahydro-1H-azepine-2-carboxylic acid tert-butyl esterHCID 12087868—

Reaction Steps

1-(4-Methoxy-benzenesulfonyl)-3-(4-methoxybenzyloxy carbonyl-amino)-2,3,4,7-tetrahydro-1H-azepine-2-carboxylic acid tert-butyl ester (370 mg, 0.71 mMol) is dissolved in Dichloromethane (15 ml) containing 3% Trifluoroacetic Acid. The reaction is stirred for 1 h at room temperature. The solvents are evaporated and the remaining oil is co-evaporated twice with Toluene. Flash-chromatography Dichloromethane/Methanol (7:1) to afford the free amine: Cal. 546.6 found (M)+=547.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06838454B2
Source datasetuspto-grants-2005_01
ORD IDord-7fe80fdae61a45cd93adbb04b38035cd
Source noteuspto-grants-2005_01