4,10-dioxo-4aβ-chloro-5-(benzyloxy)-9β-hydroxy-9α-methyl-1,4,9,9aα,10-pentahydroanthracene

Base Information

Chemical Name:4,10-dioxo-4aβ-chloro-5-(benzyloxy)-9β-hydroxy-9α-methyl-1,4,9,9aα,10-pentahydroanthracene
CAS No.:82495-00-9
Molecular Formula:C₂₂H₁₉ClO₄
Molecular Weight:382.843
Hs Code.:

Synonyms:4,10-dioxo-4aβ-chloro-5-(benzyloxy)-9β-hydroxy-9α-methyl-1,4,9,9aα,10-pentahydroanthracene

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Chemical Property of 4,10-dioxo-4aβ-chloro-5-(benzyloxy)-9β-hydroxy-9α-methyl-1,4,9,9aα,10-pentahydroanthracene

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Technology Process of 4,10-dioxo-4aβ-chloro-5-(benzyloxy)-9β-hydroxy-9α-methyl-1,4,9,9aα,10-pentahydroanthracene

There total 6 articles about 4,10-dioxo-4aβ-chloro-5-(benzyloxy)-9β-hydroxy-9α-methyl-1,4,9,9aα,10-pentahydroanthracene 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: 77.0%

: 82494-99-3
(4aR,9aR,10R)-8-Benzyloxy-10-hydroxy-10-methyl-4a,10-dihydro-4H,9aH-anthracene-1,9-dione

: 82495-00-9
4,10-dioxo-4aβ-chloro-5-(benzyloxy)-9β-hydroxy-9α-methyl-1,4,9,9aα,10-pentahydroanthracene

Guidance literature:: With N-chloro-succinimide; In 1,2-dimethoxyethane; at 20 ℃; for 1h;
DOI:10.1021/jo00140a043

Reference yield:

: 73794-50-0
(+/-)-4t-acetoxy-5,10t-dihydroxy-(4ar,9ac)-1,4,4a,9a-tetrahydro-anthrone

: 82495-00-9
4,10-dioxo-4aβ-chloro-5-(benzyloxy)-9β-hydroxy-9α-methyl-1,4,9,9aα,10-pentahydroanthracene

Guidance literature:: Multi-step reaction with 5 steps

1: 54 percent / K₂CO₃

2: 74 percent

3: 85 percent / KOH / methanol

4: 60 percent / Jones reagent

5: 77 percent / N-chlorosuccinimide / 1,2-dimethoxy-ethane / 1 h / 20 °C

With potassium hydroxide; N-chloro-succinimide; jones reagent; potassium carbonate; In methanol; 1,2-dimethoxyethane;
DOI:10.1021/jo00140a043

Reference yield:

: 73794-49-7
1-acetoxy-8-hydroxy-9,10-dioxo-1,4,4a,9,9a,10-hexahydroanthracene

: 82495-00-9
4,10-dioxo-4aβ-chloro-5-(benzyloxy)-9β-hydroxy-9α-methyl-1,4,9,9aα,10-pentahydroanthracene

Guidance literature:: Multi-step reaction with 6 steps

1: 64 percent / LiAl(Bu^tO)3H

2: 54 percent / K₂CO₃

3: 74 percent

4: 85 percent / KOH / methanol

5: 60 percent / Jones reagent

6: 77 percent / N-chlorosuccinimide / 1,2-dimethoxy-ethane / 1 h / 20 °C

With potassium hydroxide; N-chloro-succinimide; jones reagent; potassium carbonate; lithium tri-t-butoxyaluminum hydride; In methanol; 1,2-dimethoxyethane;
DOI:10.1021/jo00140a043