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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | Glycinamide, L-leucyl- | HCID 6993103 | — |
| Reactant | 1-(Cbz-amino)cyclohexanecarboxylic acid | HCID 11357886 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-benzyloxycarbonylaminocyclohex-1-yl-carbonyl-L-leucyl-glycinamide | HCID 54449527 | 59% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04610818 |
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| Source dataset | uspto-grants-1986_09 |
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| ORD ID | ord-e3d92386c0444467ba0321c7f3e02af5 |
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| Source note | uspto-grants-1986_09 |
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