ethyl cis-3,7-dioxobicyclo[3.3.0]octane-1-carboxylate

Base Information

Chemical Name:ethyl cis-3,7-dioxobicyclo[3.3.0]octane-1-carboxylate
CAS No.:1245735-97-0
Molecular Formula:C₁₁H₁₄O₄
Molecular Weight:210.23
Hs Code.:

Synonyms:

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Chemical Property of ethyl cis-3,7-dioxobicyclo[3.3.0]octane-1-carboxylate

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Technology Process of ethyl cis-3,7-dioxobicyclo[3.3.0]octane-1-carboxylate

There total 1 articles about ethyl cis-3,7-dioxobicyclo[3.3.0]octane-1-carboxylate 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:

: 1830-54-2
3-oxopentanedioic acid dimethyl ester

: 201595-00-8
ethyl 2,3-dioxopropanoate

: 1245735-97-0
ethyl cis-3,7-dioxobicyclo[3.3.0]octane-1-carboxylate

: 17790-74-8
2-methyl-4-oxo-cyclopent-2-enecarboxylic acid ethyl ester

Guidance literature:: 3-oxopentanedioic acid dimethyl ester; ethyl 2,3-dioxopropanoate; With sodium hydrogencarbonate; In water; at 20 ℃; for 96h;

With sodium chloride; In water; dimethyl sulfoxide; at 180 ℃; for 4h;
DOI:10.3998/ark.5550190.0011.407

Reference yield:

: 1245735-97-0
ethyl cis-3,7-dioxobicyclo[3.3.0]octane-1-carboxylate

: 1245736-00-8
[3,3:7,7-bis(2,2-dimethyl-1,3-propylidenedioxy)-cis-bicyclo[3.3.0]oct-1-yl]methyl tosylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: toluene-4-sulfonic acid / toluene / 2 h / Reflux; Dean-Stark

2.1: lithium aluminium tetrahydride / diethyl ether / 1.5 h / 20 °C

3.1: sodium hydride / toluene / Inert atmosphere

3.2: 3.5 h / Inert atmosphere; Reflux

With lithium aluminium tetrahydride; sodium hydride; toluene-4-sulfonic acid; In diethyl ether; toluene;
DOI:10.3998/ark.5550190.0011.407

Reference yield:

: 1245735-97-0
ethyl cis-3,7-dioxobicyclo[3.3.0]octane-1-carboxylate

: 1245736-03-1
4-[[3,3:7,7-bis(2,2-dimethyl-1,3-propylidenedioxy)-cis-bicyclo[3.3.0]oct-1-yl]methoxymethyl]-2-hydroxycyclopent-2-en-1-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: toluene-4-sulfonic acid / toluene / 2 h / Reflux; Dean-Stark

2.1: lithium aluminium tetrahydride / diethyl ether / 1.5 h / 20 °C

3.1: sodium hydride / toluene / Inert atmosphere

3.2: 3.5 h / Inert atmosphere; Reflux

4.1: potassium osmate(VI) dihydrate; 4-methylmorpholine N-oxide; water / tert-butyl alcohol; acetone / 4.25 h / 0 - 20 °C

5.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 2 h / -65 °C / Inert atmosphere

5.2: 1.5 h / -65 °C / Inert atmosphere

With potassium osmate(VI) dihydrate; lithium aluminium tetrahydride; oxalyl dichloride; water; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; In diethyl ether; dichloromethane; acetone; toluene; tert-butyl alcohol; 5.1: |Swern Oxidation;
DOI:10.3998/ark.5550190.0011.407