HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 83575Generated: October 26, 2026
N-[2-(tert-Butyldimethylsilanyloxymethyl)allyl]-2-diazo-N-(2,4-dimethoxybenzyl)acetamide → 5-(Tert-butyldimethylsilanyloxymethyl)-3-(2,4-dimethoxybenzyl)-3-azabicyclo[3.1.0]hexan-2-one
https://huagongshe.com/reaction/83575
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N-[2-(tert-Butyldimethylsilanyloxymethyl)allyl]-2-diazo-N-(2,4-dimethoxybenzyl)acetamide | HCID 123927604 | — |
| Catalyst | Acetic acid, rhodium(2+) salt | HCID 21674 | — |
| Solvent | (Trifluoromethyl)benzene | HCID 7368 | — |
| Product | 5-(Tert-butyldimethylsilanyloxymethyl)-3-(2,4-dimethoxybenzyl)-3-azabicyclo[3.1.0]hexan-2-one | HCID 89465864 | 35.4% |
Reaction Steps
Under argon atmosphere, to a solution of N-[2-(tert-butyldimethylsilanyloxymethyl)allyl]-2-diazo-N-(2,4-dimethoxybenzyl)acetamide (43 mg) in benzotrifluoride (0.4 ml) was added rhodium (II) acetate dimer dihydrate (2.4 mg) at room temperature, and the mixture was stirred at 50° C. for 24 hours. This reaction mixture was concentrated under reduced pressure, the resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=2/1) to give the titled compound (14.2 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08846746B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-b73ca5ad23e647a18625f7baa899dd65 |
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| Source note | uspto-grants-2014_09 |
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