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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64780Generated: October 27, 2026

Triethylamine → 1-benzyloxycarbonylaminocyclohex-1-yl-carbonyl-L-leucyl-glycinamide

https://huagongshe.com/reaction/64780

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantIsobutyl chloroformateHCID 62365—
ReactantGlycinamide, L-leucyl-HCID 6993103—
Reactant1-(Cbz-amino)cyclohexanecarboxylic acidHCID 11357886—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
Product1-benzyloxycarbonylaminocyclohex-1-yl-carbonyl-L-leucyl-glycinamideHCID 5444952759%

Reaction Steps

4 ml of isobutyl chloroformate were added dropwise to 7.9 g of 1-benzyloxycarbonylaminocyclohexane-1-carboxylic acid and 4 ml of triethylamine in 75 ml of tetrahydrofuran at -10° C., while stirring, 5.6 g of L-leucyl-glycinamide in 50 ml of dimethylformamide were added to the resulting solution of the asymmetric acid anhydride after 15 minutes, and the mixture was stirred for 1 hour at -10° C. and then for 16 hours at room temperature, after which it was evaporated down under reduced pressure. The residue was taken up in ethyl acetate and the solution was washed successively with 10% strength aqueous citric acid solution, sodium carbonate solution and water, dried over sodium sulfate and evaporated down under reduced pressure. 7.5 g of 1-benzyloxycarbonylaminocyclohex-1-yl-carbonyl-L-leucyl-glycinamide were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04610818
Source datasetuspto-grants-1986_09
ORD IDord-e3d92386c0444467ba0321c7f3e02af5
Source noteuspto-grants-1986_09