Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 3-(Boc-aMino)-3-(4-chlorophenyl)-1-propanol | HCID 24729691 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57750403 | HCID 57750403 | 88.2% |
Reaction Steps
Methanesulfonyl chloride (0.097 mL, 1.25 mmol) was added dropwise to tert-butyl 1-(4-chlorophenyl)-3-hydroxypropylcarbamate (Intermediate 30) (0.326 g, 1.14 mmol) and triethylamine (0.191 mL, 1.37 mmol) in DCM (15 mL) at 22° C. The resulting solution was stirred at 22° C. for 2 hours. The mixture was concentrated and the residue was purified by flash silica chromatography, elution gradient 20 to 40% EtOAc in isohexane. Pure fractions were evaporated to dryness to afford 3-(tert-butoxycarbonylamino)-3-(4-chlorophenyl)propyl methanesulfonate (0.366 g, 88%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08101623B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-bb17c1b8a87240e6b3afcef3eefc440f |
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| Source note | uspto-grants-2012_01 |
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