HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-4-(Oxiran-2-ylmethoxy)benzonitrile → tert-Butyl 7-[(2S)-3-(4-cyanophenoxy)-2-hydroxypropyl]-9-oxa-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-4-(Oxiran-2-ylmethoxy)benzonitrile | HCID 6934187 | — |
| Reactant | 3-Boc-9-oxa-3,7-diazabicyclo[3.3.1]nonane | HCID 18540412 | — |
| Solvent | Propan-2-ol--water (1/1) | HCID 21889133 | — |
| Product | tert-Butyl 7-[(2S)-3-(4-cyanophenoxy)-2-hydroxypropyl]-9-oxa-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate | HCID 21076121 | 100% |
Reaction Steps
A mixture of tert-butyl 9-oxa-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate (prepared in an analogous fashion to the compound of Preparation A(vi) above; 0.72 g, 3.2 mmol) and 4-[(2S)-oxiranylmethoxy]benzonitrile (from step (i) above; 0.56 g, 3.2 mmol) in IPA/water (11 mL of 10:1) was stirred at 60° C. for 18 h. The solvent was then evaporated to give 1.3 g (100%) of the sub-title compound, which was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06559143B1 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-0103edb9e12c426190c98ee00d0095ef |
| Source note | uspto-grants-2003_05 |