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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 560346Generated: October 29, 2026

Ethyl trifluoroacetate → (1S,2S,5R)-2-[(2,2,2-Trifluoro-acetylamino)-methyl]-3-aza-bicyclo[3.1.0]hexane-3-carboxylic Acid Tert-butyl Ester

https://huagongshe.com/reaction/560346

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl trifluoroacetateHCID 9794—
Reactanttert-butyl (1S,2S,5R)-2-(aminomethyl)-3-azabicyclo(3.1.0)hexane-3-carboxylateHCID 59444330—
SolventTetrahydrofuranHCID 8028—
Product(1S,2S,5R)-2-[(2,2,2-Trifluoro-acetylamino)-methyl]-3-aza-bicyclo[3.1.0]hexane-3-carboxylic Acid Tert-butyl EsterHCID 59444338—

Reaction Steps

At 0° C. ethyl trifluoroacetate (41.9 mmol, 1.3 eq) is added to a solution of (1S,2S,5R)-2-Aminomethyl-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester (32.0 mmol, 1.00 eq) in THF (80 mL). The mixture is stirred at RT for 90 min and the solvents are removed in vacuo to give the desired product which is used without further purification in the next step. LC-MS: tR=0.94 min; [M+H]+=309.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063099B2
Source datasetuspto-grants-2011_11
ORD IDord-364c9022e17d4fd6866794f0eb8c1a10
Source noteuspto-grants-2011_11