HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → tert-Butyl 7-(4-(allyloxy)phenyl)-5-oxo-9-oxa-2-thia-4,8-diazaundec-7-en-3-ylidenecarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | CarbaMic acid, [iMino(Methylthio)Methyl]-, 1,1-diMethylethyl ester (9CI) | HCID 54237411 | — |
| Reactant | 3-(4-(Allyloxy)phenyl)-3-(ethoxyimino)propanoic acid | HCID 72531904 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-Butyl 7-(4-(allyloxy)phenyl)-5-oxo-9-oxa-2-thia-4,8-diazaundec-7-en-3-ylidenecarbamate | HCID 72531903 | 81.1% |
Reaction Steps
A mixture of 3-(4-(Allyloxy)phenyl)-3-(ethoxyimino)propanoic acid from Step C (850 mg), tert-butyl amino(methylthio)methylenecarbamate (675 mg), Py.Bop (2.01 g), and triethylamine (0.68 mL) in dichloromethane (1.8 mL) was stirred at room temperature for 12 h. The crude reaction mixture was purified directly by Boitage flash chromatography eluting with 15-30% ethyl acetate/85-70% hexanes to give the title compound as a white solid (1.14 g). HPLC retention time: 2.37 min (method A). MS (ESI) (M+Na)+ 436.25.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07678784B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-aa8c2041131e460aa9e8d4ecde1c7924 |
| Source note | uspto-grants-2010_03 |