2-O-[4'-(5''-methyl[1,2,4]oxadiazol-3''-yl)phenyl]-5-O-[4'''-(piperidin-2''''-on-1''''-yl)phenyl]-1,4:3,6-dianhydro-D-sorbitole

Base Information

• Chemical Name: 2-O-[4'-(5''-methyl[1,2,4]oxadiazol-3''-yl)phenyl]-5-O-[4'''-(piperidin-2''''-on-1''''-yl)phenyl]-1,4:3,6-dianhydro-D-sorbitole
• CAS No.: 745794-66-5
• Molecular Formula: C₂₆H₂₇N₃O₆
• Molecular Weight: 477.517
• Mol file: 745794-66-5.mol

Synonyms:2-O-[4'-(5''-methyl[1,2,4]oxadiazol-3''-yl)phenyl]-5-O-[4'''-(piperidin-2''''-on-1''''-yl)phenyl]-1,4:3,6-dianhydro-D-sorbitole

Chemical Property of 2-O-[4'-(5''-methyl[1,2,4]oxadiazol-3''-yl)phenyl]-5-O-[4'''-(piperidin-2''''-on-1''''-yl)phenyl]-1,4:3,6-dianhydro-D-sorbitole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-O-[4'-(5''-methyl[1,2,4]oxadiazol-3''-yl)phenyl]-5-O-[4'''-(piperidin-2''''-on-1''''-yl)phenyl]-1,4:3,6-dianhydro-D-sorbitole

There total 8 articles about 2-O-[4'-(5''-methyl[1,2,4]oxadiazol-3''-yl)phenyl]-5-O-[4'''-(piperidin-2''''-on-1''''-yl)phenyl]-1,4:3,6-dianhydro-D-sorbitole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

4-Fluoronitrobenzene (350-46-9,178603-76-4) → 2-O-[4'-(5''-methyl[1,2,4]oxadiazol-3''-yl)phenyl]-5-O-[4'''-(piperidin-2''''-on-1''''-yl)phenyl]-1,4:3,6-dianhydro-D-sorbitole (745794-66-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: NaH / dimethylformamide / 1 h / 60 °C

1.2: 92 percent / dimethylformamide / 60 °C

2.1: H₂ / Pd/C / methanol; tetrahydrofuran / 0.5 h / 750.06 Torr

3.1: 4.46 g / KNO₂; KI; aq. HBr / dimethylsulfoxide / 0.5 h / 50 °C

4.1: 65 percent / CuI; trans-1,2-cyclohexanediamine; K₃PO₄ / dioxane / 24 h / Heating

5.1: H₂ / Pd(OH)2/C / methanol; ethyl acetate / 750.06 Torr

6.1: 337 mg / PPh₃; diisopropyl azodicarboxylate / tetrahydrofuran / 40 °C

With potassium phosphate; copper(l) iodide; potassium nitrite; di-isopropyl azodicarboxylate; (S,S)-1,2-diaminocyclohexane; hydrogen bromide; hydrogen; sodium hydride; triphenylphosphine; potassium iodide; palladium dihydroxide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; 6.1: Mitsunobu reaction;

Reference yield:

(3R,3aR,6R,6aR)-6-benzyloxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-ol (183624-93-3) → 2-O-[4'-(5''-methyl[1,2,4]oxadiazol-3''-yl)phenyl]-5-O-[4'''-(piperidin-2''''-on-1''''-yl)phenyl]-1,4:3,6-dianhydro-D-sorbitole (745794-66-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: NaH / dimethylformamide / 1 h / 60 °C

1.2: 92 percent / dimethylformamide / 60 °C

2.1: H₂ / Pd/C / methanol; tetrahydrofuran / 0.5 h / 750.06 Torr

3.1: 4.46 g / KNO₂; KI; aq. HBr / dimethylsulfoxide / 0.5 h / 50 °C

4.1: 65 percent / CuI; trans-1,2-cyclohexanediamine; K₃PO₄ / dioxane / 24 h / Heating

5.1: H₂ / Pd(OH)2/C / methanol; ethyl acetate / 750.06 Torr

6.1: 337 mg / PPh₃; diisopropyl azodicarboxylate / tetrahydrofuran / 40 °C

With potassium phosphate; copper(l) iodide; potassium nitrite; di-isopropyl azodicarboxylate; (S,S)-1,2-diaminocyclohexane; hydrogen bromide; hydrogen; sodium hydride; triphenylphosphine; potassium iodide; palladium dihydroxide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; 6.1: Mitsunobu reaction;

Reference yield:

1,4:3,6-dianhydro-D-mannitol (641-74-7) → 2-O-[4'-(5''-methyl[1,2,4]oxadiazol-3''-yl)phenyl]-5-O-[4'''-(piperidin-2''''-on-1''''-yl)phenyl]-1,4:3,6-dianhydro-D-sorbitole (745794-66-5)

Guidance literature:

Multi-step reaction with 7 steps

1.1: NaH / dimethylformamide / 80 °C

1.2: 48 percent / TBAI / dimethylformamide / 18 h / 20 °C

2.1: NaH / dimethylformamide / 1 h / 60 °C

2.2: 92 percent / dimethylformamide / 60 °C

3.1: H₂ / Pd/C / methanol; tetrahydrofuran / 0.5 h / 750.06 Torr

4.1: 4.46 g / KNO₂; KI; aq. HBr / dimethylsulfoxide / 0.5 h / 50 °C

5.1: 65 percent / CuI; trans-1,2-cyclohexanediamine; K₃PO₄ / dioxane / 24 h / Heating

6.1: H₂ / Pd(OH)2/C / methanol; ethyl acetate / 750.06 Torr

7.1: 337 mg / PPh₃; diisopropyl azodicarboxylate / tetrahydrofuran / 40 °C

With potassium phosphate; copper(l) iodide; potassium nitrite; di-isopropyl azodicarboxylate; (S,S)-1,2-diaminocyclohexane; hydrogen bromide; hydrogen; sodium hydride; triphenylphosphine; potassium iodide; palladium dihydroxide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; 7.1: Mitsunobu reaction;

upstream raw materials:

4-(5-methyl-1,2,4-oxadiazol-3-yl)phenol

4-Fluoronitrobenzene

(3R,3aR,6R,6aR)-6-benzyloxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-ol

1,4:3,6-dianhydro-D-mannitol