Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1365016Generated: October 25, 2026

Diisopropylethylamine → HCID 57945067, compound

https://huagongshe.com/reaction/1365016

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl L-tert-leucinateHCID 11309583—
ReactantPyridin-2-yl 1,1,1-trifluoro-2-methylpropan-2-yl carbonateHCID 23595245—
SolventDichloromethaneHCID 6344—
ProductHCID 57945067HCID 5794506799.4%

Reaction Steps

To an ice-cooled solution of (S)-methyl 2-amino-3,3-dimethylbutanoate (0.411 g, 2.262 mmol) in DCM (20 mL) was added N,N-Diisopropylethylamine (1.182 mL, 6.79 mmol). The formed solution was stirred for 5 min before addition of carbonic acid pyridin-2-yl ester 2,2,2-trifluoro-1,1-dimethyl-ethyl ester (1.24 g, 4.98 mmol, from step 1a) in DCM (10 mL). The final light yellow solution was stirred at room temperature overnight. The reaction mixture was washed with 5% citric acid aqueous solution, 0.1 M NaOH aqueous solution, and brine, then dried over Na2SO4, filtered, and evaporated to dryness. The residue was purified by silica gel column, eluted with (4:1) hexane-EtOAc to afford a colorless oil as the product (673 mg, 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07888464B2
Source datasetuspto-grants-2011_02
ORD IDord-ac93bf84522f47d9b091fbb6b4eb27d4
Source noteuspto-grants-2011_02