endo-6-hydroxy-6-phenyl-endo-3-((4-phenylbenzoyl)oxy)tricyclo<3.2.0.0^2,7>heptane

Base Information

• Chemical Name: endo-6-hydroxy-6-phenyl-endo-3-((4-phenylbenzoyl)oxy)tricyclo<3.2.0.0^2,7>heptane
• CAS No.: 78592-06-0
• Molecular Formula: C₂₆H₂₂O₃
• Molecular Weight: 382.459

Synonyms:endo-6-hydroxy-6-phenyl-endo-3-((4-phenylbenzoyl)oxy)tricyclo<3.2.0.0^2,7>heptane

Chemical Property of endo-6-hydroxy-6-phenyl-endo-3-((4-phenylbenzoyl)oxy)tricyclo<3.2.0.0^2,7>heptane

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Technology Process of endo-6-hydroxy-6-phenyl-endo-3-((4-phenylbenzoyl)oxy)tricyclo<3.2.0.0^2,7>heptane

There total 3 articles about endo-6-hydroxy-6-phenyl-endo-3-((4-phenylbenzoyl)oxy)tricyclo<3.2.0.0^2,7>heptane 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: 63.0%

endo-3-((4-phenylbenzoyl)oxy)tricyclo<3.2.0.02,7>heptan-6-one (78592-00-4) + phenyllithium (591-51-5) → endo-6-hydroxy-6-phenyl-endo-3-((4-phenylbenzoyl)oxy)tricyclo<3.2.0.02,7>heptane (78592-06-0)

Guidance literature:

In diethyl ether; benzene; at 0 ℃; for 2h;

DOI:10.1021/jo00333a021

Reference yield:

exo-2-bromo-endo-3-((4-phenylbenzoyl)oxy)bicyclo<3.2.0>heptan-6-one (78592-05-9) → endo-6-hydroxy-6-phenyl-endo-3-((4-phenylbenzoyl)oxy)tricyclo<3.2.0.02,7>heptane (78592-06-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / sodium hexamethyldisilazide / diethyl ether / 1.) -10 deg C, 2.) 0 deg C, 2h

2: 63 percent / diethyl ether; benzene / 2 h / 0 °C

With sodium hexamethyldisilazane; In diethyl ether; benzene;

DOI:10.1021/jo00333a021

Reference yield:

4-biphenyl-carboxylic acid chloride (14002-51-8) → endo-6-hydroxy-6-phenyl-endo-3-((4-phenylbenzoyl)oxy)tricyclo<3.2.0.02,7>heptane (78592-06-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 77 percent / pyridine / 24 h / Ambient temperature

2: 75 percent / sodium hexamethyldisilazide / diethyl ether / 1.) -10 deg C, 2.) 0 deg C, 2h

3: 63 percent / diethyl ether; benzene / 2 h / 0 °C

With sodium hexamethyldisilazane; In pyridine; diethyl ether; benzene;

DOI:10.1021/jo00333a021

upstream raw materials:

endo-3-((4-phenylbenzoyl)oxy)tricyclo<3.2.0.0^2,7>heptan-6-one

phenyllithium

exo-2-bromo-endo-3-((4-phenylbenzoyl)oxy)bicyclo<3.2.0>heptan-6-one

4-biphenyl-carboxylic acid chloride

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