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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1095289Generated: November 4, 2026

Methyl (S)-(-)-2-Isocyanato-3-methylbutyrate → Methyl N-{[(1,1-dimethylpent-4-en-1-yl)amino]carbonyl}-L-valinate

https://huagongshe.com/reaction/1095289

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl (S)-(-)-2-Isocyanato-3-methylbutyrateHCID 10397066—
Reactant2-Methylhex-5-en-2-amineHCID 12264013—
SolventTetrahydrofuranHCID 8028—
ProductMethyl N-{[(1,1-dimethylpent-4-en-1-yl)amino]carbonyl}-L-valinateHCID 86648928—

Reaction Steps

Methyl N-(oxomethylene)-L-valinate (2.80 g, 17.7 mmol) was added to 2-methylhex-5-en-2-amine [J. Org. Chem. (1976) 41(5) 855-863.] (2.00 g, 17.7 mmol) in THF (15 mL). After 5 minutes, the reaction mixture was evaporated to give the title compound as a solid, which was triturated with hexane and isolated by filtration (2.71 g). LRMS (M+H)+=271.4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08138164B2
Source datasetuspto-grants-2012_03
ORD IDord-6706af7e05b24ec881fbeb3227518113
Source noteuspto-grants-2012_03