HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,2-Dimethoxypropane → 4-[N-Tert-butoxycarbonyl-2,2-dimethyl-4(S)-(4-triisopropylsilyloxy-2,2-dimethylbutyl)-1,3-oxazolidin-5(S)-yl]-3(R,S)-isopropylbut-1-ene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,2-Dimethoxypropane | HCID 6495 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | 6(S)-Tert-butoxycarbonylamino-5(S)-hydroxy-3(R,S)-isopropyl-10-triisopropylsilyloxy-8,8-dimethyldec-1-ene | HCID 22882581 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-[N-Tert-butoxycarbonyl-2,2-dimethyl-4(S)-(4-triisopropylsilyloxy-2,2-dimethylbutyl)-1,3-oxazolidin-5(S)-yl]-3(R,S)-isopropylbut-1-ene | HCID 131720512 | — |
Reaction Steps
4.4 g of 6(S)-tert-butoxycarbonylamino-8,8-dimethyl-5(S)-hydroxy-3(R,S)-isopropyl-10-triisopropylsilyloxydec-1-ene and 134 mg of p-toluenesulfonic acid hydrate are stirred in 25 ml of methylene chloride and dimethoxypropane at room temperature for 2 h. After the reaction mixture has been concentrated, the residue is purified over 500 g of silica gel by means of FC (mobile phase D): Rf (D)=0.61.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05719141 |
| Source dataset | uspto-grants-1998_02 |
| ORD ID | ord-eb4bbf64872147c6b1284cdbcd8d3cc3 |
| Source note | uspto-grants-1998_02 |