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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1279893Generated: October 30, 2026

Diisopropylethylamine → HCID 86583707, compound

https://huagongshe.com/reaction/1279893

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantL-Serine, ethyl ester, hydrochloride (1:1)HCID 2724185—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
ReactantHCID 86583708HCID 86583708—
SolventDichloromethaneHCID 6344—
ProductHCID 86583707HCID 8658370797.8%

Reaction Steps

A solution (2R)-2-(4,4-dimethyl-2-oxopentyl)-4-pentenoic acid (Preparation 112) (15.91 g, 74.3 mmol), 1-hydroxybenzotriazole hydrate (11.00 g, 81.4 mmol), L-serine ethylester hydrochloride (13.84 g, 81.6 mmol) and N,N-diisopropylethylamine (27 ml, 156.0 mmol) in dichloromethane (280 ml) was treated with 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (15.67 g, 81.7 mmol) and stirred at room temperature for 18 hours under a nitrogen atmosphere. The reaction mixture was diluted with dichloromethane and washed with water, aqueous citric acid (2M), saturated sodium hydrogen carbonate solution and brine, dried over anhydrous sodium sulphate and filtered. The solvent was removed under reduced pressure to afford the title-compound as a yellow oil (23.8 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06448278B2
Source datasetuspto-grants-2002_09
ORD IDord-80db292761284ed0b1cc867417155878
Source noteuspto-grants-2002_09