Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | N-Boc-L-serine methyl ester | HCID 7019177 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 54348338 | HCID 54348338 | — |
Reaction Steps
Methanesulphonyl chloride (0.86 mL, 11 mmol) was added dropwise to a cooled (0° C.), stirred solution of Boc-L-serine methyl ester (2.10 g, 9.6 mmol) and triethylamine (1.53 mL, 11 mmol) in dichloromethane (20 mL) under nitrogen. The mixture was stirred for 45 min, then morpholine (4.5 mL, 52 mmol) was added and the mixture stirred for a further 30 min at 0° C. followed by 1 h at room temperature. Solvent was removed in vacuo and the residue partitioned between ethyl acetate and aq. Na2CO3 solution. The layers were separated and the organic phase concentrated. The residue was azeotroped with toluene and the resulting title compound used without further purification. m/z (ES+) 289 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08163956B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-d9bc63cfed3040fdb942ad04b4e1cf99 |
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| Source note | uspto-grants-2012_04 |
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