HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Propene, 3-methoxy- → ((4S)-2,2-dimethyl-3-t-butoxycarbonyl-4-(2-methylpropyl)-1,3-oxazolidin-5-yl)carboxylic Acid Methyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Propene, 3-methoxy- | HCID 69392 | — |
| Reactant | (3S)-3-(N-t-butoxycarbonylamino)-5-methyl-2-hydroxyheptanoic acid methyl ester | HCID 86589144 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | ((4S)-2,2-dimethyl-3-t-butoxycarbonyl-4-(2-methylpropyl)-1,3-oxazolidin-5-yl)carboxylic Acid Methyl Ester | HCID 58760363 | — |
Reaction Steps
To a solution of (3S)-3-(N-t-butoxycarbonylamino)-5-methyl-2-hydroxyheptanoic acid methyl ester (4.40 g) in N,N-dimethylformamide (16 ml) was added methyl-2-propenyl ether (4.60 ml) and further was added dl-camphor sulfonic acid (186 mg) and the mixture was stirred overnight at room temperature. The residue was purified by column chromatography on silica gel (n-hexane:ethyl acetate=10:1 to 4:1) to give the title compound (3.90 g) having the following physical data.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07144901B2 |
| Source dataset | uspto-grants-2006_12 |
| ORD ID | ord-40674dfd1eb242b0b042d02d206755f8 |
| Source note | uspto-grants-2006_12 |