Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | HCID 21706143 | HCID 21706143 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21710118 | HCID 21710118 | 89.4% |
Reaction Steps
A mixture of 332.2 mg (1.47 mmol) of the diol from Step H, 243.5 mg (1.61 mmol) of t-butyldimethylchlorosilane, and 120 mg (1.76 mmol) of imidazole in 8 mL of sieve dried DMF was stirred at 100° C. for 45 minutes. The mixture was partitioned between EtOAc, ice-water and 2N HCl, and the organic phase was separated, washed twice with ice-water, and then with brine, dried over Na2SO4, filtered, evaporated, and dried in vacuo. Purification by PLC using CH2Cl2-EtOAc (50:1) gave 447.4 mg of the title material.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06277843B1 |
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| Source dataset | uspto-grants-2001_08 |
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| ORD ID | ord-9d7e7067afb741eab7fbda2627605397 |
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| Source note | uspto-grants-2001_08 |
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