HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-2,2,2-Trichloro-1-phenylethyl 2-(2,3-dichlorophenylmethylene)-3-oxobutanoate → 3-Methyl 5-((S)-2,2,2-trichloro-1-phenylethyl) 4-(2,3-dichlorophenyl)-2-(fluoromethyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-2,2,2-Trichloro-1-phenylethyl 2-(2,3-dichlorophenylmethylene)-3-oxobutanoate | HCID 53903953 | — |
| Reactant | Methyl 3-amino-4-fluoro-2-butenoate | HCID 73668923 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | 3-Methyl 5-((S)-2,2,2-trichloro-1-phenylethyl) 4-(2,3-dichlorophenyl)-2-(fluoromethyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate | HCID 86741721 | — |
Reaction Steps
(S)-2,2,2-Trichloro-1-phenylethyl 2-(2,3-dichlorophenylmethylene)-3-oxobutanoate (10.8 g, 23 mmoles) and methyl 3-amino-4-fluoro-2-butenoate (3.7 g, 28 mmoles) were heated at 55° in dry tert-butanol (50 ml) for 68 hours. The solvent was removed and the residue purified and separated into single diastereomers by HPLC eluting with methylene chloride/petroleum ether (60°-80° ) mixtures.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04686217 |
| Source dataset | uspto-grants-1987_08 |
| ORD ID | ord-85f0f7b4499d44979dd6f292fd589555 |
| Source note | uspto-grants-1987_08 |