Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-(Benzyloxy)benzene-1-sulfonyl chloride | HCID 4738385 | — |
| Reactant | HCID 67494636 | HCID 67494636 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67494711 | HCID 67494711 | 85% |
Reaction Steps
1.2 ml (8.5 mmol) of triethylamine and then 800 mg (2.8 mmol) of 4-benzyloxybenzenesulfonyl chloride in 8 ml of dichloromethane are added to a solution of 670 mg (2.6 mmol) of methyl(S)-3-amino-2-piperidin-1-ylpropanoate in 10 ml of dichloromethane. The reaction medium is stirred at ambient temperature for 18 h, hydrolyzed and then diluted with dichloromethane. The product is extracted with dichloromethane. The organic phase is washed with water and then with a saturated aqueous solution of sodium chloride, dried over magnesium sulfate, filtered and concentrated under vacuum. The residue obtained is purified by chromatography on silica gel, elution being carried out with a 70/30 heptane/ethyl acetate mixture. 940 mg (85%) of methyl(S)-3-(4-benzyloxybenzenesulfonylamino)-2-piperidin-1-ylpropanoate are obtained in the form of a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08772478B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-e95fa1a7f3bd4f2e9cdf5e6180e2699a |
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| Source note | uspto-grants-2014_07 |
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