Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Boc-3-(3-pyridyl)-D-Ala-OH | HCID 2734500 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 131720958 | HCID 131720958 | 85% |
Reaction Steps
Boc-D-Pal (1.36 g, 6.0 mmol) was suspended in 60 ml of acetonitrile. Benzyl bromide (about 50 mmol) was added and the mixture was warmed to 50° C. on a water bath. A cleasr solution resulted, and was stirred at room temperature for 16 hours. A white precipitate formed; TLC after 17 hours showed some starting remaining starting material; stirring continued for a total of 5 days, when the reaction was complete. The solvent was evaporated under reduced pressure, and the residue recrystallized from EtOH/ethyl acetate. Yield: 85%; m.p. 166–170° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07071165B2 |
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| Source dataset | uspto-grants-2006_07 |
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| ORD ID | ord-c7cdb97a3cc049f6887ac3a666b6ecef |
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| Source note | uspto-grants-2006_07 |
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