(5α,5aα,10aβ,11α)-5,11-epoxy-5a,6,7,10,10a,11-hexahydro-5,11-diphenyl-5H-cycloheptanaphthalen-8-one

Base Information

• Chemical Name: (5α,5aα,10aβ,11α)-5,11-epoxy-5a,6,7,10,10a,11-hexahydro-5,11-diphenyl-5H-cycloheptanaphthalen-8-one
• CAS No.: 87598-38-7
• Molecular Formula: C₂₇H₂₄O₂
• Molecular Weight: 380.486
• Mol file: 87598-38-7.mol

Synonyms:(5α,5aα,10aβ,11α)-5,11-epoxy-5a,6,7,10,10a,11-hexahydro-5,11-diphenyl-5H-cycloheptanaphthalen-8-one

Chemical Property of (5α,5aα,10aβ,11α)-5,11-epoxy-5a,6,7,10,10a,11-hexahydro-5,11-diphenyl-5H-cycloheptanaphthalen-8-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5α,5aα,10aβ,11α)-5,11-epoxy-5a,6,7,10,10a,11-hexahydro-5,11-diphenyl-5H-cycloheptanaphthalen-8-one

There total 2 articles about (5α,5aα,10aβ,11α)-5,11-epoxy-5a,6,7,10,10a,11-hexahydro-5,11-diphenyl-5H-cycloheptanaphthalen-8-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: 83.0%

(8R)- and (8S-)(5α,5aα,10aβ,11α)-5,11-epoxy-5a,6,7,8,9,10,10a,11-octahydro-5,11-diphenyl-5H-cycloheptanaphthalen-8-ol (87598-37-6,87678-16-8) → (5α,5aα,10aβ,11α)-5,11-epoxy-5a,6,7,10,10a,11-hexahydro-5,11-diphenyl-5H-cycloheptanaphthalen-8-one (87598-38-7)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; Ambient temperature;

DOI:10.1021/ja00363a020

Reference yield:

1,3-diphenylisobenzofuran (5471-63-6) + exo-7-bromobicyclo<4.1.0>hept-2-ene anti-oxide (87678-08-8) → (5α,5aα,10aβ,11α)-5,11-epoxy-5a,6,7,10,10a,11-hexahydro-5,11-diphenyl-5H-cycloheptanaphthalen-8-one (87598-38-7)

Guidance literature:

With n-butyllithium; hydrogen; pyridinium chlorochromate; palladium on activated charcoal; Yield given. Multistep reaction;

DOI:10.1021/ja00363a020

Reference yield: 74.0%

(5α,5aα,10aβ,11α)-5,11-epoxy-5a,6,7,10,10a,11-hexahydro-5,11-diphenyl-5H-cycloheptanaphthalen-8-one (87598-38-7) → (5α,5aα,10aβ,11α)-5,11-epoxy-5a,6,7,8,9,10,10a,11-octahydro-5,11-diphenyl-5H-cycloheptanaphthalen-8-one (1173-00-8)

Guidance literature:

With potassium hydroxide; hydrazine hydrate; In diethylene glycol; 1.) 120 deg C, 3 h, 2.) 210 deg C, 7 h;

DOI:10.1021/ja00363a020

upstream raw materials:

1,3-diphenylisobenzofuran

exo-7-bromobicyclo<4.1.0>hept-2-ene anti-oxide

(8R)- and (8S-)(5α,5aα,10aβ,11α)-5,11-epoxy-5a,6,7,8,9,10,10a,11-octahydro-5,11-diphenyl-5H-cycloheptanaphthalen-8-ol

Downstream raw materials:

(5α,5aα,10aβ,11α)-5,11-epoxy-5a,6,7,8,9,10,10a,11-octahydro-5,11-diphenyl-5H-cycloheptanaphthalen-8-one