Trifluoro-methanesulfonic acid 11-benzyl-11-aza-tricyclo[7.3.1.02,7]trideca-2⁽⁷⁾,3,5-trien-5-yl ester

Base Information

• Chemical Name: Trifluoro-methanesulfonic acid 11-benzyl-11-aza-tricyclo[7.3.1.02,7]trideca-2⁽⁷⁾,3,5-trien-5-yl ester
• CAS No.: 248276-30-4
• Molecular Formula: C₂₀H₂₀F₃NO₃S
• Molecular Weight: 411.445

Synonyms:Trifluoro-methanesulfonic acid 11-benzyl-11-aza-tricyclo[7.3.1.02,7]trideca-2⁽⁷⁾,3,5-trien-5-yl ester

Chemical Property of Trifluoro-methanesulfonic acid 11-benzyl-11-aza-tricyclo[7.3.1.02,7]trideca-2⁽⁷⁾,3,5-trien-5-yl ester

Chemical Property:

Purity/Quality:

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Technology Process of Trifluoro-methanesulfonic acid 11-benzyl-11-aza-tricyclo[7.3.1.02,7]trideca-2⁽⁷⁾,3,5-trien-5-yl ester

There total 17 articles about Trifluoro-methanesulfonic acid 11-benzyl-11-aza-tricyclo[7.3.1.02,7]trideca-2⁽⁷⁾,3,5-trien-5-yl ester 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: 94.0%

11-benzyl-11-aza-tricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-5-ol (248275-92-5) + trifluoromethylsulfonic anhydride (358-23-6) → Trifluoro-methanesulfonic acid 11-benzyl-11-aza-tricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-5-yl ester (248276-30-4)

Guidance literature:

With pyridine; In dichloromethane;

DOI:10.1016/j.bmcl.2005.04.036

Reference yield:

cyclopent-3-enyl-(5-hydroxy-2-methoxy-phenyl)-methanone (861220-61-3) → Trifluoro-methanesulfonic acid 11-benzyl-11-aza-tricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-5-yl ester (248276-30-4)

Guidance literature:

Multi-step reaction with 8 steps

1: BCl₃ / CH₂Cl₂

2: pyridine / CH₂Cl₂

3: Ph₃P(CH₂)3PPh₃; KOAc; Et₃N / Pd(OAc)2 / dimethylformamide / 110 °C

4: 93 percent / N₂H₄; KOH; ethanediol / Heating

5: aq. OsO₄; (CH₂)5NCH₃O / acetone

6: aq. NaIO₄ / 1,2-dichloro-ethane

7: NaBH(OAc)3 / 1,2-dichloro-ethane

8: 94 percent / pyridine / CH₂Cl₂

With pyridine; potassium hydroxide; sodium periodate; osmium(VIII) oxide; (CH₂)5NCH₃O; Ph₃P(CH₂)3PPh₃; potassium acetate; boron trichloride; sodium tris(acetoxy)borohydride; ethylene glycol; triethylamine; hydrazine; palladium diacetate; In dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; 3: Heck reaction / 4: Wolff-Kishner reduction;

DOI:10.1016/j.bmcl.2005.04.036

Reference yield:

cyclopent-3-enyl-(2,5-dihydroxy-phenyl)-methanone → Trifluoro-methanesulfonic acid 11-benzyl-11-aza-tricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-5-yl ester (248276-30-4)

Guidance literature:

Multi-step reaction with 7 steps

1: pyridine / CH₂Cl₂

2: Ph₃P(CH₂)3PPh₃; KOAc; Et₃N / Pd(OAc)2 / dimethylformamide / 110 °C

3: 93 percent / N₂H₄; KOH; ethanediol / Heating

4: aq. OsO₄; (CH₂)5NCH₃O / acetone

5: aq. NaIO₄ / 1,2-dichloro-ethane

6: NaBH(OAc)3 / 1,2-dichloro-ethane

7: 94 percent / pyridine / CH₂Cl₂

With pyridine; potassium hydroxide; sodium periodate; osmium(VIII) oxide; (CH₂)5NCH₃O; Ph₃P(CH₂)3PPh₃; potassium acetate; sodium tris(acetoxy)borohydride; ethylene glycol; triethylamine; hydrazine; palladium diacetate; In dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; 2: Heck reaction / 3: Wolff-Kishner reduction;

DOI:10.1016/j.bmcl.2005.04.036

upstream raw materials:

11-benzyl-11-aza-tricyclo[7.3.1.02,7]trideca-2⁽⁷⁾,3,5-trien-5-ol

trifluoromethylsulfonic anhydride

cyclopent-3-enyl-(5-hydroxy-2-methoxy-phenyl)-methanone

2-methoxy-6,7,8,9-tetrahydro-5H-5,8-methano-benzocycloheptene-6,7-diol

Downstream raw materials:

11-benzyl-5-(4-trifluoromethyl-phenyl)-11-aza-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-triene

11-benzyl-11-aza-tricyclo[7.3.1.02.7]trideca-2⁽⁷⁾,3,5-triene-5-carboxylic acid methyl ester

2-(11-benzyl-11-aza-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-trien-5-yl)-propan-2-ol

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