HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → tert-Butyl 2-((2'-cyano-5-(methoxycarbonyl)-4'-methylbiphenyl-3-yloxy)methyl)morpholine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | tert-Butyl 2-(hydroxymethyl)morpholine-4-carboxylate | HCID 5201202 | — |
| Reactant | Methyl 2'-cyano-5-hydroxy-4'-methylbiphenyl-3-carboxylate | HCID 58187996 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-Butyl 2-((2'-cyano-5-(methoxycarbonyl)-4'-methylbiphenyl-3-yloxy)methyl)morpholine-4-carboxylate | HCID 58188290 | — |
Reaction Steps
To a stirred solution of methyl 2′-cyano-5-hydroxy-4′-methylbiphenyl-3-carboxylate (150 mg, 0.56 mmol), triphenylphosphine (220 mg, 0.84 mmol), tert-butyl 2-(hydroxymethyl)morpholine-4-carboxylate (130 mg, 0.62 mmol) (Bioorg. Med. Chem. Lett. 2007, 17, 533) in CH2Cl2 (5 mL) at room temperature under nitrogen was slowly added a solution of diisopropyl azodicarboxylate (340 mg, 1.7 mmol) in CH2Cl2 (3 mL). The mixture was stirred at room temperature overnight, and then concentrated in vacuo. The residue was purified by flash chromatography to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946439B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-cb6b51220b6047c3b309654e813bb10d |
| Source note | uspto-grants-2015_02 |