HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 86726330, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | tert-butyl (2S,5S)-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)-2-[1-fluoro-2-(2-nitrophenyl)ethyl]morpholine-4-carboxylate | HCID 86726331 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86726330 | HCID 86726330 | — |
Reaction Steps
A solution of intermediate tert-butyl (2S,5S)-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)-2-[1-fluoro-2-(2-nitrophenyl)ethyl]morpholine-4-carboxylate (1 eq.) in a mixture 5:2:1 THF:MeOH:H2O (0.002 M) was warmed up to +59° C. and treated with solid iron (223 eq.). The mixture was further stirred at the same temperature for 45 min, diluted with DCM, washed with sat. NaHCO3, dried over MgSO4, filtered and concentrated. The product was submitted to the next step without further purification. Light yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315475B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-f4ef82177cf9443ea45f5126df6617e2 |
| Source note | uspto-grants-2016_04 |