HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1868790Generated: November 1, 2026
Diisopropylethylamine → HCID 67099890, compound
https://huagongshe.com/reaction/1868790
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Glycine tert-butyl ester hydrochloride | HCID 2725036 | — |
| Reactant | HCID 67099697 | HCID 67099697 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 67099890 | HCID 67099890 | 51.8% |
Reaction Steps
Ethyl 6,7-dichloro-4-hydroxy-2-oxo-2′,3′,5′,6′-tetrahydro-spiro[naphthalene-1,4′-pyran]-3-carboxylate (550 mg, 1482 μmol) was dissolved in 1,4-dioxane (1482 μL), and N-ethyl-N-isopropylpropan-2-amine (774 μL, 4445 μmol). tert-Butyl 2-aminoacetate hydrochloride (373 mg, 2222 μmol) was added to the reaction, and the reaction was stirred at 80° C. for 3 hours. The reaction mixture was diluted with 100 mL of EtOAc, added to a separatory funnel, partitioned with NaHCO3 (saturated, aqueous), washed 2 times with 50 mL of NaHCO3 (saturated, aqueous), separated, dried over Na2SO4, and concentrated in vacuo to give the title compound (350 mg) as a white solid after flash chromatography. MS (m/z)=456 (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-281d4e755e324e46905344fa2ca53d03 |
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| Source note | uspto-grants-2009_12 |
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