Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 1,1-Dimethylethyl (2R,3S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-(hydroxymethyl)-1-pyrrolidinecarboxylate | HCID 10925602 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59710219 | HCID 59710219 | — |
Reaction Steps
To a solution of 1,1-dimethylethyl (2R,3S)-3-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2-(hydroxymethyl)-1-pyrrolidinecarboxylate (Registry No. 156129-73-6, 4.0 g) in ethyl acetate (100 mL), methanesulfonyl chloride (1.12 mL) and triethylamine (2.19 mL) was added at 0° C. The reaction mixture was stirred at 0° C. for 15 minutes. The reaction mixture was added by water and then extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate and then concentrated, obtained the title compound (4.87 g) having the following physical properties.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08680092B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-ff4f50aacd0c49b48ec72eedd2944300 |
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| Source note | uspto-grants-2014_03 |
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