Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 15747426 | HCID 15747426 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 54089616 | HCID 54089616 | — |
Reaction Steps
To a solution of alcohol 15 (1.94 g, 6.81 mmol) and triethylamine (1.25 g, 12.4 mmol) at 0° C. in Cl2CH2 (15 mL), methanesulfonyl chloride (0.96 g, 8.4 mmol) was added. The reaction mixture was allowed to stir at 0° C. for 20 min. It was quenched with cold dilute HCl, diluted with Cl2CH2 and the organic layer was washed with an aqueous solution of NaHCO3 followed by brine and dried over Na2SO4. The solvent was removed in vacuo and the crude mesylate 16 was obtained as a foamy white solid, which was used in the next step without further purification. 1H NMR (CDCl3).δ1.394 (s, 9H), 2.916 (s, 3H), 3.718 (s, 3H), 4.878 (dd, J=8.7, 5.0 Hz, 1H, H-2), 5.231 (bd, J=8.7 Hz, 1H, H--N), 5.917 (d, J =5.0 Hz, 1H, H-3), 7.379-7.425 (m, 5H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05643872 |
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| Source dataset | uspto-grants-1997_07 |
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| ORD ID | ord-66359badf9c24f259f4e2a4970487d99 |
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| Source note | uspto-grants-1997_07 |
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