(1S,8S,9S)-1,8-Dimethyl-9-phenyl-10,11,12-trioxa-tricyclo[7.2.1.0^2,7]dodeca-2⁽⁷⁾,3,5-triene

Base Information

• Chemical Name: (1S,8S,9S)-1,8-Dimethyl-9-phenyl-10,11,12-trioxa-tricyclo[7.2.1.0^2,7]dodeca-2⁽⁷⁾,3,5-triene
• CAS No.: 84810-16-2
• Molecular Formula: C₁₇H₁₆O₃
• Molecular Weight: 268.312

Synonyms:(1S,8S,9S)-1,8-Dimethyl-9-phenyl-10,11,12-trioxa-tricyclo[7.2.1.0^2,7]dodeca-2⁽⁷⁾,3,5-triene

Chemical Property of (1S,8S,9S)-1,8-Dimethyl-9-phenyl-10,11,12-trioxa-tricyclo[7.2.1.0^2,7]dodeca-2⁽⁷⁾,3,5-triene

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Technology Process of (1S,8S,9S)-1,8-Dimethyl-9-phenyl-10,11,12-trioxa-tricyclo[7.2.1.0^2,7]dodeca-2⁽⁷⁾,3,5-triene

There total 3 articles about (1S,8S,9S)-1,8-Dimethyl-9-phenyl-10,11,12-trioxa-tricyclo[7.2.1.0^2,7]dodeca-2⁽⁷⁾,3,5-triene 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: 92.0%

(1S,8R,9S)-1,8-Dimethyl-9-phenyl-10,11,12-trioxa-tricyclo[7.2.1.02,7]dodeca-2(7),3,5-triene (84847-62-1) → Acetic acid 2-(1-methyl-2-oxo-2-phenyl-ethyl)-phenyl ester (84810-21-9) + (1S,8S,9S)-1,8-Dimethyl-9-phenyl-10,11,12-trioxa-tricyclo[7.2.1.02,7]dodeca-2(7),3,5-triene (84810-16-2)

Guidance literature:

With chlorosulfonic acid; In dichloromethane; acetic acid; at 20 ℃; for 8h; Product distribution; Mechanism; Rate constant; relative reactivity; further solvents (MeOH);

DOI:10.1021/ja00346a051

Reference yield:

1,3-dimethyl-2-phenyl-1H-indene (58310-20-6) → (1S,8R,9S)-1,8-Dimethyl-9-phenyl-10,11,12-trioxa-tricyclo[7.2.1.02,7]dodeca-2(7),3,5-triene (84847-62-1) + (1S,8S,9S)-1,8-Dimethyl-9-phenyl-10,11,12-trioxa-tricyclo[7.2.1.02,7]dodeca-2(7),3,5-triene (84810-16-2)

Guidance literature:

With ozone; In tetrachloromethane; at 20 ℃; Yield given;

DOI:10.1021/ja00322a032

Reference yield:

(1S,8R,9S)-1,8-Dimethyl-9-phenyl-10,11,12-trioxa-tricyclo[7.2.1.02,7]dodeca-2(7),3,5-triene (84847-62-1) → (1S,8S,9S)-1,8-Dimethyl-9-phenyl-10,11,12-trioxa-tricyclo[7.2.1.02,7]dodeca-2(7),3,5-triene (84810-16-2)

Guidance literature:

With antimonypentachloride; In dichloromethane; at 20 ℃; for 2h; isomerization in the presence of the acid catalyst (ClSO₃H);

DOI:10.1021/ja00346a051

upstream raw materials:

1,3-dimethyl-2-phenyl-1H-indene

(1S,8R,9S)-1,8-Dimethyl-9-phenyl-10,11,12-trioxa-tricyclo[7.2.1.0^2,7]dodeca-2⁽⁷⁾,3,5-triene

Downstream raw materials:

Acetic acid 2-(1-methyl-2-oxo-2-phenyl-ethyl)-phenyl ester

(1S,3S,4R)-1,4-Dimethyl-3-phenyl-isochroman

(1R,3S,4S)-1,4-Dimethyl-3-phenyl-isochroman

(1S,8R,9S)-1,8-Dimethyl-9-phenyl-10,11,12-trioxa-tricyclo[7.2.1.0^2,7]dodeca-2⁽⁷⁾,3,5-triene

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