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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1776967Generated: October 26, 2026

Tert-butyl 2,2,2-trichloroethanimidate → tert-butyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-hydroxypropanoate

https://huagongshe.com/reaction/1776967

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl 2,2,2-trichloroethanimidateHCID 2734700—
Reactant(2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-hydroxypropanoic acidHCID 6541433—
SolventCyclohexaneHCID 8078—
SolventEthyl AcetateHCID 8857—
Producttert-butyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-hydroxypropanoateHCID 1396522068.3%

Reaction Steps

To a solution of commercial N-Fmoc-L-serine (1.5 g, 4.58 mmol) in EtOAc (40 ml), a solution of t-butyl 2,2,2-trichloroacetimidate (4.00 g, 18.32 mmol) in cyclohexane (18 ml) was added dropwise. After stirring at room temperature for 24 hrs, the solution was evaporated and the residue was purified by flash chromatography (n-Hexane/EtOAc 70:3), yielding the title compound (1.20 g, 68%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266820B2
Source datasetuspto-grants-2016_02
ORD IDord-28932fd93c5d4c7dbdb19f8ffbd9edea
Source noteuspto-grants-2016_02