HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1670432Generated: November 1, 2026
Dimethylformamide → tert-butyl [(3S)-4-oxo-9-phenyl-2,3,4,5-tetrahydro-1,5-benzoxazepin-3-yl]carbamate
https://huagongshe.com/reaction/1670432
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Diethyl cyanophosphonate | HCID 76257 | — |
| Reactant | O-(3-aminobiphenyl-2-yl)-N-(tert-butoxycarbonyl)-L-serine | HCID 67328341 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | tert-butyl [(3S)-4-oxo-9-phenyl-2,3,4,5-tetrahydro-1,5-benzoxazepin-3-yl]carbamate | HCID 86628748 | 59.2% |
Reaction Steps
0.136 ml of diethyl cyanophosphonate (147.8 mg, 0.906 mmol) is introduced, at 0° C., into a 25 mL three-necked flask containing 284 mg of 36 (0.763 mmol) and 6.2 mL of DMF, followed 10 minutes later by 0.102 ml of TEA (0.731 mmol). The reaction medium is stirred at 0° C. for 2 h. 20 ml of AcOEt are added and then the mixture is washed with twice 20 mL of distilled water. The organic phase is dried over MgSO4, filtered and then evaporated to dryness. 160 mg of expected product 37 are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07994161B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-2aab7ad252554f3d962913d91899c43d |
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| Source note | uspto-grants-2011_08 |
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