Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1739446Generated: November 1, 2026

tert-Butyl isocyanate → N-(t-butylaminocarbonyl)-beta-phenyl isoserine methyl ester

https://huagongshe.com/reaction/1739446

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl isocyanateHCID 62412—
ReactantIsocyanateHCID 105034—
Reactant(2R,3S)-3-Phenylisoserine methyl esterHCID 10176516—
SolventTetrahydrofuranHCID 8028—
ProductN-(t-butylaminocarbonyl)-beta-phenyl isoserine methyl esterHCID 22389502—

Reaction Conditions

Temperature0 °C

Reaction Steps

(2R,3S)-β-phenyl-isoserine methyl ester (4.35 g, 22 mM) is dissolved in 100 mL dry THF and the flask cooled to 0° C. To the solution is added t-butyl isocyanate (2.8 mL, 25 mM). TLC after 15 minutes shows some starting material left so another 0.5 mL of the isocyanate is added. TLC after 1 hour shows no starting material so the solvent is concentrated in vacuo leaving N-(t-butylaminocarbonyl)-β-phenyl isoserine methyl ester (3K).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05965739
Source datasetuspto-grants-1999_10
ORD IDord-e3733a47a51341cea714af40ec3c119c
Source noteuspto-grants-1999_10