Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 11789689 | HCID 11789689 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 53814266 | HCID 53814266 | 186.4% |
Reaction Steps
In a 100 ml four-necked flask were charged 6.0 g (34.6 mmol) of ethyl (R)-4-azido-3-hydroxybutyrate, 4.2 g (41.5 mmol) of triethylamine, 0.12 g (1.04 mmol) of 4-dimethylaminopyridine, and 60 ml of tetrahydrofuran and the mixture was cooled to 0° C. 5.10 g (38.1 mmol) of hexanoyl chlrodie was slowly added thereto dropwise in a nitrogen stream. After the addition, the reaction mixture was stirred at a room temperature for 5 hours, and then 14 ml of 5% HCL was added thereto. After the liquid separation, the mixture was washed thrice with 30 ml of 5% aqueous solution of sodium chloride and then concentrated to give 8.75 g (93%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06403804B1 |
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| Source dataset | uspto-grants-2002_06 |
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| ORD ID | ord-0dd98e22cc5b4981b43588aa132e38a6 |
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| Source note | uspto-grants-2002_06 |
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