(1R,8R,9S,10R,11S)-9-Benzoyl-5,10,11-triphenyl-4,6-dioxa-tricyclo[6.2.1.0^1,5]undecane-3,7-dione

Base Information

• Chemical Name: (1R,8R,9S,10R,11S)-9-Benzoyl-5,10,11-triphenyl-4,6-dioxa-tricyclo[6.2.1.0^1,5]undecane-3,7-dione
• CAS No.: 80716-73-0
• Molecular Formula: C₃₄H₂₆O₅
• Molecular Weight: 514.577

Synonyms:(1R,8R,9S,10R,11S)-9-Benzoyl-5,10,11-triphenyl-4,6-dioxa-tricyclo[6.2.1.0^1,5]undecane-3,7-dione

Chemical Property of (1R,8R,9S,10R,11S)-9-Benzoyl-5,10,11-triphenyl-4,6-dioxa-tricyclo[6.2.1.0^1,5]undecane-3,7-dione

Chemical Property:

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Technology Process of (1R,8R,9S,10R,11S)-9-Benzoyl-5,10,11-triphenyl-4,6-dioxa-tricyclo[6.2.1.0^1,5]undecane-3,7-dione

There total 2 articles about (1R,8R,9S,10R,11S)-9-Benzoyl-5,10,11-triphenyl-4,6-dioxa-tricyclo[6.2.1.0^1,5]undecane-3,7-dione 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: 66.0%

4-carboxy-1,3-bis(α-chloro-α-hydroxybenzyl)-2,5-diphenylcyclopentaneacetic acid di-γ-lactone (80716-64-9) → (1R,8R,9S,10R,11S)-9-Benzoyl-5,10,11-triphenyl-4,6-dioxa-tricyclo[6.2.1.01,5]undecane-3,7-dione (80716-73-0)

Guidance literature:

With pyridine; for 168h; Ambient temperature;

DOI:10.1021/jo00134a014

Reference yield:

3-Benzoyl 4-Phenylisocrotonic acid (80716-63-8) → (1R,8R,9S,10R,11S)-9-Benzoyl-5,10,11-triphenyl-4,6-dioxa-tricyclo[6.2.1.01,5]undecane-3,7-dione (80716-73-0)

Guidance literature:

Multi-step reaction with 2 steps

1: acetyl chloride / 1.) RT, 7 d, 2.) C₆H₆, CH₂C₂, reflux, 20 h

2: 66 percent / pyridine / 168 h / Ambient temperature

With pyridine; acetyl chloride;

DOI:10.1021/jo00134a014

upstream raw materials:

4-carboxy-1,3-bis(α-chloro-α-hydroxybenzyl)-2,5-diphenylcyclopentaneacetic acid di-γ-lactone

3-Benzoyl 4-Phenylisocrotonic acid

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