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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 525020Generated: October 30, 2026

Diisopropylethylamine → HCID 86722038, compound

https://huagongshe.com/reaction/525020

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantTert-butoxycarbonylalanineHCID 85082—
ReactantPropylphosphonic anhydrideHCID 111923—
ReactantMethyl 1-amino-1H-pyrrole-2-carboxylateHCID 14104599—
SolventEthyl AcetateHCID 8857—
ProductHCID 86722038HCID 8672203883%

Reaction Steps

Methyl 1-amino-1H-pyrrole-2-carboxylate (6 g, 48.1 mmol) and (S)-2-(tert-butoxycarbonylamino)propanoic acid (8.10 g, 48.1 mmol) were dissolved in ethyl acetate (40 ml) and cooled in an ice-bath. Under an argon atmosphere, diisopropylethylamine (24.6 ml, 141.2 mmol) was added and, after stirring for 15 min, T3P solution (35.7 ml, 60 mmol, 50% in ethyl acetate) was dropwise added. After stirring for 20 min at 0° C., the reaction was left overnight at room temperature. The reaction mixture was poured onto water and extracted with ethyl ether. The organic phase was washed with water and brine, dried over magnesium sulphate and the solvent evaporated under reduced pressure. 8.6 g (83% yield) of the final product was obtained and use in the next synthetic step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340547B2
Source datasetuspto-grants-2016_05
ORD IDord-f0037c3630c9461e926e479d2d11306e
Source noteuspto-grants-2016_05