HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Bromide → 3-Benzyl-8-(tert-butoxycarbonyl)-1-phenyl-1,3,8-triazaspiro[4,5]decan-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | tert-Butyl 4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decane-8-carboxylate | HCID 389488 | — |
| Reactant | Potassium bis(trimethylsilyl)amide | HCID 3251421 | — |
| Product | 3-Benzyl-8-(tert-butoxycarbonyl)-1-phenyl-1,3,8-triazaspiro[4,5]decan-4-one | HCID 22380610 | — |
Reaction Steps
The title compound was prepared from 4-oxo-1-phenyl-1,3,8-triaza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester (J. Med. Chem. (1992), 35, 423–30) and benzylbromide in analogy of the procedure described for the synthesis of (rac,cis)-3-methyl-1-phenyl-8-(2-phenyl-cyclohexyl)-1,3,8-triaza-spiro[4.5]decan-4-one (Example 69) by using potassium bis(trimethylsilyl)amide as base instead of sodium hydride. 3-Benzyl-4-oxo-1-phenyl-1,3,8-triaza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester was obtained as colorless solid; MS (ISP): 322.6 [M-(CO2+isobutylene)]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07189850B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-7b91b2c6d42049b595b338c5990517c3 |
| Source note | uspto-grants-2007_03 |