HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyldimethylsilyl chloride → (-)-(1R,2S)-2-phenyl-1-cyclohexyl triisopropylsilyloxyacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | Triisopropylsilyl chloride | HCID 139400 | — |
| Reactant | (-)-(1R,2S)-2-phenyl-1-cyclohexyl hydroxyacetate | HCID 10059921 | — |
| Reactant | HCID 16770157 | HCID 16770157 | — |
| Reactant | (+)-(1S,2R)-2-phenyl-1-cyclohexyl hydroxyacetate | HCID 67834441 | — |
| Product | (-)-(1R,2S)-2-phenyl-1-cyclohexyl triisopropylsilyloxyacetate | HCID 10000489 | — |
Reaction Steps
In the same manner, 1a, 1b, and 1c(+) were prepared from the combinations of (-)-menthyl hydroxyacetate with tertbutyldimethylsilyl chloride, (-)-(1R,2S)-2-phenyl-1-cyclohexyl hydroxyacetate with tert-butyldimethylsilyl chloride, and (+)-(1S,2R)-2-phenyl-1-cyclohexyl hydroxyacetate with triisopropylsilyl chloride, respectively, in 90-95% yields.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05294737 |
| Source dataset | uspto-grants-1994_03 |
| ORD ID | ord-1860fbc21a774caa8f042fe51c35ad03 |
| Source note | uspto-grants-1994_03 |