HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1868828Generated: November 1, 2026
Diisopropylethylamine → 1,1-Dimethylethyl N-((6''-chloro-4''-hydroxy-5,5-dimethyl-2''-oxo-dispiro[1,3-dioxane-2,1'-cyclohexane-4',1''-naphthalen]-3''-yl)carbonyl)glycinate
https://huagongshe.com/reaction/1868828
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Glycine tert-butyl ester hydrochloride | HCID 2725036 | — |
| Reactant | Ethyl 6''-chloro-4''-hydroxy-5,5-dimethyl-2''-oxo-dispiro[1,3-dioxane-2,1'-cyclohexane-4',1''-naphthalene]-3''-carboxylate | HCID 67099722 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1,1-Dimethylethyl N-((6''-chloro-4''-hydroxy-5,5-dimethyl-2''-oxo-dispiro[1,3-dioxane-2,1'-cyclohexane-4',1''-naphthalen]-3''-yl)carbonyl)glycinate | HCID 67099705 | 79.8% |
Reaction Steps
A mixture of ethyl 6″-chloro-4″-hydroxy-5,5-dimethyl-2″-oxo-dispiro[1,3-dioxane-2,1′-cyclohexane-4′,1″-naphthalene]-3″-carboxylate (69 mg, 159 μmol) and tert-butyl 2-aminoacetate hydrochloride (53 mg, 317 μmol) in 1.5 mL dioxane was treated with N-ethyl-N-isopropylpropan-2-amine (62 mg, 476 μmol). The mixture was warmed to 95° C. and stirred for 2 hours, M+1=420. The mixture was cooled to room temperature and concentrated in vacuo. The crude product was purified by column chromatography eluting with 10-20% EtOAc/hexane to give 66 mg of the title compound as a white yellow solid. MS (m/z)=520 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07635715B2 |
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| Source dataset | uspto-grants-2009_12 |
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| ORD ID | ord-f4588cdd416244eba2cfeef471282b63 |
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| Source note | uspto-grants-2009_12 |
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