Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | (Methoxycarbonylsulfamoyl)triethylammonium hydroxide | HCID 11032497 | — |
| Reactant | HCID 67128600 | HCID 67128600 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67128497 | HCID 67128497 | — |
Reaction Steps
In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 3-hydroxy-2-{2-[3-(2-methyl-[1,3]dioxolan-2-yl)-phenyl]-acetylamino}-propionic acid methyl ester (2.30 g, 7.11 mmol) in dry THF (28.5 mL) was added at 0° C. to solution of (methoxycarbonylsulfamoyl)triethylammonium hydroxide (2.09 g, 8.50 mmol) in dry THF (28.5 mL) and the resulting suspension was stirred at 0° C. for 25 min. The reaction mixture was then stirred at reflux for 1 h. The mixture was then allowed to cool down to rt and filtered. The filter cake was rinsed with ether and EA and the filtrate was concentrated under reduced pressure. Purification of the residue by FC (7:3 EA-Hept) gave the title compound as a yellow oil. TLC: rf (7:3 EA-Hept)=0.34.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08674111B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-7c48a45df12d4b8fb54f2d770caea19a |
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| Source note | uspto-grants-2014_03 |
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