(1RS,5RS,6RS,11SR)-5-phenyl-6-(methoxycarbonyl)-3,3-dimethyl-10-oxatricyclo<5.3.1.0^5,11>undec-7(8)-en-9-one

Base Information

• Chemical Name: (1RS,5RS,6RS,11SR)-5-phenyl-6-(methoxycarbonyl)-3,3-dimethyl-10-oxatricyclo<5.3.1.0^5,11>undec-7(8)-en-9-one
• CAS No.: 112399-64-1
• Molecular Formula: C₂₀H₂₂O₄
• Molecular Weight: 326.392

Synonyms:(1RS,5RS,6RS,11SR)-5-phenyl-6-(methoxycarbonyl)-3,3-dimethyl-10-oxatricyclo<5.3.1.0^5,11>undec-7(8)-en-9-one

Chemical Property of (1RS,5RS,6RS,11SR)-5-phenyl-6-(methoxycarbonyl)-3,3-dimethyl-10-oxatricyclo<5.3.1.0^5,11>undec-7(8)-en-9-one

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Technology Process of (1RS,5RS,6RS,11SR)-5-phenyl-6-(methoxycarbonyl)-3,3-dimethyl-10-oxatricyclo<5.3.1.0^5,11>undec-7(8)-en-9-one

There total 3 articles about (1RS,5RS,6RS,11SR)-5-phenyl-6-(methoxycarbonyl)-3,3-dimethyl-10-oxatricyclo<5.3.1.0^5,11>undec-7(8)-en-9-one 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: 40.9%

methyl 3-phenyl-5,5-dimethyl-2-cyclohexenyl penta-2,3-diene-1,5-dioate (112399-56-1) → (1RS,5RS,6RS,11SR)-5-phenyl-6-(methoxycarbonyl)-3,3-dimethyl-10-oxatricyclo<5.3.1.05,11>undec-7(8)-en-9-one (112399-64-1)

Guidance literature:

In xylene; for 3h; Heating;

DOI:10.1021/ja00212a036

Reference yield:

5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-3-ol (31952-17-7) → (1RS,5RS,6RS,11SR)-5-phenyl-6-(methoxycarbonyl)-3,3-dimethyl-10-oxatricyclo<5.3.1.05,11>undec-7(8)-en-9-one (112399-64-1)

Guidance literature:

Multi-step reaction with 3 steps

1: DCC / pyridine; CH₂Cl₂

2: 84 percent / Et₃N / tetrahydrofuran

3: 40.9 percent / xylene / 3 h / Heating

With triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; pyridine; dichloromethane; xylene;

DOI:10.1021/ja00212a036

Reference yield:

(E)-3-Chloro-pent-2-enedioic acid 1-(5,5-dimethyl-3-phenyl-cyclohex-2-enyl) ester 5-methyl ester → (1RS,5RS,6RS,11SR)-5-phenyl-6-(methoxycarbonyl)-3,3-dimethyl-10-oxatricyclo<5.3.1.05,11>undec-7(8)-en-9-one (112399-64-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / Et₃N / tetrahydrofuran

2: 40.9 percent / xylene / 3 h / Heating

With triethylamine; In tetrahydrofuran; xylene;

DOI:10.1021/ja00212a036

upstream raw materials:

methyl 3-phenyl-5,5-dimethyl-2-cyclohexenyl penta-2,3-diene-1,5-dioate

5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-3-ol

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