Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | HCID 490380 | HCID 490380 | — |
| Reactant | HCID 12081662 | HCID 12081662 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 490381 | HCID 490381 | 35% |
Reaction Steps
N-Chlorosuccinimide (NCS, 88 mg, 0.65 mmol) was added slowly to a precooled (−5° C.) suspension prepared by mixing a solution of 1 (116 mg, 0.55 mmol) in 1,2-dimethoxyethane (20 ml) with a solution of sodium azide (143 mg, 2.2 mmol) in water (0.35 ml). The reaction was stirred for 3 h at 0° C. Completion of the reaction, as described for the isolation of 2a, gave a residue which was purified by silica gel column chromatography. Elution with chloroform:methanol (97:3, v/v) as eluent yielded 2b as a syrup (56 mg, 35%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08227594B2 |
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| Source dataset | uspto-grants-2012_07 |
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| ORD ID | ord-24caed5f0a6b48e6ba59d8ff90c070ff |
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| Source note | uspto-grants-2012_07 |
|---|