HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 532110Generated: November 2, 2026
Diisopropylethylamine → HCID 68088438, compound
https://huagongshe.com/reaction/532110
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Benzyloxyacetyl chloride | HCID 177085 | — |
| Reactant | APST-ZA | HCID 66718706 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68088438 | HCID 68088438 | 88.2% |
Reaction Steps
To a solution of (1S)-4-amino-2-[1-(3-ethoxy-4-methoxy-phenyl)-2-methanesulfonyl-ethyl]-isoindole-1,3-dione (1.0 g, 2.4 mmol) in methylene chloride (20 mL), was added diisopropyl ethylamine (0.45 mL, 2.6 mmol), followed by benzyloxy-acetyl chloride (0.37 mL, 2.4 mmol) at 0° C. After 1 hour, the mixture was allowed to warm to 20-25° C. After 15 minutes, the mixture was cooled back to 0° C. To the cooled mixture, was added diisopropyl ethylamine (0.18 mL), and benzyloxy-acetyl chloride (0.14 mL). After 2 hours, the mixture was concentrated, and the resulting residue was purified by Silica Gel column chromatograph to give (1S) 2-benzyloxy-N-{2-[1-(3-ethoxy-4-methoxy-phenyl)-2-methanesulfonyl-ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}-acetamide (1.2 g, 88% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08853175B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-75c1c0280ba84b18b790cbd621db1ceb |
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| Source note | uspto-grants-2014_10 |
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