Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | |||||
{[ item.p_purity ]} | {[ item.pr_size ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]} | {[ item.pr_usastock ]} | Inquiry - | {[ item.pr_chinastock ]} | Inquiry - |
* Storage: {[proInfo.prStorage]}
CAS No. : | 1363281-27-9 | MDL No. : | MFCD29047143 |
Formula : | C20H17FN2O3 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | QUZLMKNNIUSREV-UHFFFAOYSA-N |
M.W : | 352.36 | Pubchem ID : | 56846694 |
Synonyms : |
VU 0409551
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 7 steps 1: 60 h / 125 °C / silica gel 2: 4-methylmorpholine N-oxide / osmium(VIII) oxide / water; <i>tert</i>-butyl alcohol; tetrahydrofuran; methanol / 16 h / 20 °C 3: sodium periodate / water; tetrahydrofuran; methanol / 2 h / 20 °C 4: sodium tetrahydroborate; methanol / 0.33 h / 0 - 20 °C 5: triphenylphosphine; di-tert-butyl-diazodicarboxylate / tetrahydrofuran / 0.33 h / 0 - 20 °C 6: water; lithium hydroxide / 1,4-dioxane / 90 h / 125 °C / Inert atmosphere 7: triethylamine / dichloromethane / 0.25 h / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
88% | With triethylamine In dichloromethane at 0 - 20℃; | |
67% | With triethylamine In dichloromethane at 0 - 20℃; for 0.25h; | 6.a 4-Fluorobenzoyl chloride (0.25 mL, 2.12 mmol) was added dropwise to a stirred solution of 4,5,6,7-tetrahydro-2-(phenoxymethyl)-oxazolo[5,4-c]pyridine (0.37 g, 1.63 mmol) and TEA (0.34 mL, 2.44 mmol) in DCM (8.15 mL) at 0 °C. The reaction mixture was stirred at room temperature for 15 minutes and then diluted with a saturated solution of NaHC03. The organic layer was separated, dried (Na2S04), filtered and the solvent evaporated in vacuo. The crude product was purified by flash column chromatography (silica; AcOEt in DCM 0/100 to 30/70). The desired fractions were collected and the solvents evaporated in vacuo. The crude product was triturated with heptane to yield 5-(4-fluorobenzoyl)-4,5,6,7-tetrahydro- 2-(phenoxymethyl)-oxazolo[5,4-c]pyridine (0.38 g, 67% yield) as a white solid.C2oH17FN203. 1H NMR (400 MHz, CDC13) δ ppm 2.73 (br. s., 2 H), 3.69 (br. s., 1.4 H), 3.99 (br. s., 0.6 H), 4.57 (br. s., 0.6 H), 4.78 (br. s., 1.4 H), 5.12 (br. s., 2 H), 7.02 (d, J=7.4 Hz, 3 H), 7.14 (t, J=8.6 Hz, 2 H), 7.31 (t, J=7.7 Hz, 2 H), 7.43 - 7.51 (m, 2 H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: triethylamine / dichloromethane / 1 h / 0 - 20 °C 2: Dess-Martin periodane / dichloromethane / 16 h / 20 °C 3: trichlorophosphate / 1,4-dioxane / 2 h / 100 °C 4: water; lithium hydroxide / 1,4-dioxane / 90 h / 125 °C / Inert atmosphere 5: triethylamine / dichloromethane / 0.25 h / 0 - 20 °C | ||
Multi-step reaction with 5 steps 1: triethylamine / dichloromethane / 1 h / 0 - 20 °C 2: Dess-Martin periodane / dichloromethane / 16 h / 20 °C 3: trichlorophosphate / 1,4-dioxane / 2 h / 100 °C 4: lithium hydroxide / 1,4-dioxane; water / 60 h / Reflux 5: triethylamine / dichloromethane / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: triethylamine / dichloromethane / 1 h / 0 - 20 °C 2: Dess-Martin periodane / dichloromethane / 16 h / 20 °C 3: trichlorophosphate / 1,4-dioxane / 2 h / 100 °C 4: water; lithium hydroxide / 1,4-dioxane / 90 h / 125 °C / Inert atmosphere 5: triethylamine / dichloromethane / 0.25 h / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 8 steps 1: bromine; hydrogen bromide / water; tetrahydrofuran / 0.25 h / 0 - 20 °C 2: 60 h / 125 °C / silica gel 3: 4-methylmorpholine N-oxide / osmium(VIII) oxide / water; <i>tert</i>-butyl alcohol; tetrahydrofuran; methanol / 16 h / 20 °C 4: sodium periodate / water; tetrahydrofuran; methanol / 2 h / 20 °C 5: sodium tetrahydroborate; methanol / 0.33 h / 0 - 20 °C 6: triphenylphosphine; di-tert-butyl-diazodicarboxylate / tetrahydrofuran / 0.33 h / 0 - 20 °C 7: water; lithium hydroxide / 1,4-dioxane / 90 h / 125 °C / Inert atmosphere 8: triethylamine / dichloromethane / 0.25 h / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1: 4-methylmorpholine N-oxide / osmium(VIII) oxide / water; <i>tert</i>-butyl alcohol; tetrahydrofuran; methanol / 16 h / 20 °C 2: sodium periodate / water; tetrahydrofuran; methanol / 2 h / 20 °C 3: sodium tetrahydroborate; methanol / 0.33 h / 0 - 20 °C 4: triphenylphosphine; di-tert-butyl-diazodicarboxylate / tetrahydrofuran / 0.33 h / 0 - 20 °C 5: water; lithium hydroxide / 1,4-dioxane / 90 h / 125 °C / Inert atmosphere 6: triethylamine / dichloromethane / 0.25 h / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: sodium periodate / water; tetrahydrofuran; methanol / 2 h / 20 °C 2: sodium tetrahydroborate; methanol / 0.33 h / 0 - 20 °C 3: triphenylphosphine; di-tert-butyl-diazodicarboxylate / tetrahydrofuran / 0.33 h / 0 - 20 °C 4: water; lithium hydroxide / 1,4-dioxane / 90 h / 125 °C / Inert atmosphere 5: triethylamine / dichloromethane / 0.25 h / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: sodium tetrahydroborate; methanol / 0.33 h / 0 - 20 °C 2: triphenylphosphine; di-tert-butyl-diazodicarboxylate / tetrahydrofuran / 0.33 h / 0 - 20 °C 3: water; lithium hydroxide / 1,4-dioxane / 90 h / 125 °C / Inert atmosphere 4: triethylamine / dichloromethane / 0.25 h / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: triphenylphosphine; di-tert-butyl-diazodicarboxylate / tetrahydrofuran / 0.33 h / 0 - 20 °C 2: water; lithium hydroxide / 1,4-dioxane / 90 h / 125 °C / Inert atmosphere 3: triethylamine / dichloromethane / 0.25 h / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: water; lithium hydroxide / 1,4-dioxane / 90 h / 125 °C / Inert atmosphere 2: triethylamine / dichloromethane / 0.25 h / 0 - 20 °C | ||
Multi-step reaction with 2 steps 1: lithium hydroxide / 1,4-dioxane; water / 60 h / Reflux 2: triethylamine / dichloromethane / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: Dess-Martin periodane / dichloromethane / 16 h / 20 °C 2: trichlorophosphate / 1,4-dioxane / 2 h / 100 °C 3: water; lithium hydroxide / 1,4-dioxane / 90 h / 125 °C / Inert atmosphere 4: triethylamine / dichloromethane / 0.25 h / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: trichlorophosphate / 1,4-dioxane / 2 h / 100 °C 2: water; lithium hydroxide / 1,4-dioxane / 90 h / 125 °C / Inert atmosphere 3: triethylamine / dichloromethane / 0.25 h / 0 - 20 °C | ||
Multi-step reaction with 3 steps 1: trichlorophosphate / 1,4-dioxane / 2 h / 100 °C 2: lithium hydroxide / 1,4-dioxane; water / 60 h / Reflux 3: triethylamine / dichloromethane / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: Dess-Martin periodane / dichloromethane / 16 h / 20 °C 2: trichlorophosphate / 1,4-dioxane / 2 h / 100 °C 3: lithium hydroxide / 1,4-dioxane; water / 60 h / Reflux 4: triethylamine / dichloromethane / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: triethylamine / dichloromethane / 1 h / 0 - 20 °C 2: Dess-Martin periodane / dichloromethane / 16 h / 20 °C 3: trichlorophosphate / 1,4-dioxane / 2 h / 100 °C 4: lithium hydroxide / 1,4-dioxane; water / 60 h / Reflux 5: triethylamine / dichloromethane / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: boron tribromide / 1,2-dichloro-ethane / 0 °C 2: di-tert-butyl-diazodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.33 h / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: boron tribromide / 1,2-dichloro-ethane / 0 °C 2: di-tert-butyl-diazodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.33 h / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: boron tribromide / 1,2-dichloro-ethane / 0 °C 2: di-tert-butyl-diazodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.33 h / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
65% | With boron tribromide In 1,2-dichloro-ethane at 0℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: boron tribromide / 1,2-dichloro-ethane / 0 °C 2: di-tert-butyl-diazodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.33 h / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: boron tribromide / 1,2-dichloro-ethane / 0 °C 2: di-tert-butyl-diazodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.33 h / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: boron tribromide / 1,2-dichloro-ethane / 0 °C 2: di-tert-butyl-diazodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.33 h / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: boron tribromide / 1,2-dichloro-ethane / 0 °C 2: di-tert-butyl-diazodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.33 h / 0 - 20 °C |