HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl acrylate → tert-Butyl 3-(3-(2-(8-(2-isopropylthiazole-4-carbonyl)-5-oxa-2,8-diazaspiro[3.5]nonan-2-yl)ethyl)phenethoxy)propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl acrylate | HCID 15458 | — |
| Reactant | Benzyltrimethylammonium hydroxide | HCID 66854 | — |
| Reactant | (2-(3-(2-Hydroxyethyl)phenethyl)-5-oxa-2,8-diazaspiro[3.5]nonan-8-yl)(2-isopropylthiazol-4-yl)methanone | HCID 58168481 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | tert-Butyl 3-(3-(2-(8-(2-isopropylthiazole-4-carbonyl)-5-oxa-2,8-diazaspiro[3.5]nonan-2-yl)ethyl)phenethoxy)propanoate | HCID 58168616 | — |
Reaction Steps
(2-(3-(2-hydroxyethyl)phenethyl)-5-oxa-2,8-diazaspiro[3.5]nonan-8-yl)(2-isopropylthiazol-4-yl)methanone (475 mg) (example 176 step f) was dissolved in acetonitrile (2 mL) and tert-butyl acrylate (312 mg) was added followed by benzyltrimethylammonium hydroxide (0.15 mL of 40 Wt % aqueous solution). The mixture was stirred at ambient temperature for 3 hours. The volatiles were removed under reduced pressure and the residue purified (silica) eluting with 5% methanol and 1% triethylamine in ethyl acetate to afford the subtitled compound. Yield 460 mg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08476265B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-a86970c1cadf40c0b24cf1e266c607f6 |
| Source note | uspto-grants-2013_07 |