HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 2-[(4R,6S)-6-methanesulfonyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-N-methoxy-N-methyl-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 2-[(4R,6S)-6-hydroxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-N-methoxy-N-methyl-acetamide | HCID 86681506 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-[(4R,6S)-6-methanesulfonyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-N-methoxy-N-methyl-acetamide | HCID 86681508 | — |
Reaction Steps
2-[(4R,6S)-6-hydroxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-N-methoxy-N-methyl-acetamide (10.0 g), dichloromethane (150.0 mL), and triethylamine (17.0 mL) were added to a reactor. Methanesulfonyl chloride (4.7 mL) was added to the reaction mixture, which was then stirred for 2 hours. Water (200.0 mL) was added to the reaction mixture under stirring. The separated organic layer was washed with 0.5N hydrochloric acid solution (100.0 mL) and then concentrated under reduced pressure to obtain 2-[(4R,6S)-6-methanesulfonyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-N-methoxy-N-methyl-acetamide (13 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08476432B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-6aa73dfc2f8c48c49fb6849b89e76dbd |
| Source note | uspto-grants-2013_07 |