endo-6-acetoxy-endo-8-phenylseleno-cis-bicyclo(3.3.0)octan-3-one, 2,2-dimethyltrimethylene acetal

Base Information

Chemical Name:endo-6-acetoxy-endo-8-phenylseleno-cis-bicyclo(3.3.0)octan-3-one, 2,2-dimethyltrimethylene acetal
CAS No.:109387-00-0
Molecular Formula:C₂₃H₃₂O₄Se
Molecular Weight:451.465
Hs Code.:

Synonyms:endo-6-acetoxy-endo-8-phenylseleno-cis-bicyclo(3.3.0)octan-3-one, 2,2-dimethyltrimethylene acetal

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Chemical Property of endo-6-acetoxy-endo-8-phenylseleno-cis-bicyclo(3.3.0)octan-3-one, 2,2-dimethyltrimethylene acetal

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Technology Process of endo-6-acetoxy-endo-8-phenylseleno-cis-bicyclo(3.3.0)octan-3-one, 2,2-dimethyltrimethylene acetal

There total 6 articles about endo-6-acetoxy-endo-8-phenylseleno-cis-bicyclo(3.3.0)octan-3-one, 2,2-dimethyltrimethylene acetal 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: 5.0%

: 1666-13-3
diphenyl diselenide

: 109386-99-4
endo-6-acetoxy-endo-8-(2-p-toluenesulfonyloxyethyl)-cis-bicyclo-(3.3.0)octan-3-one, 2.2-dimethyltrimethylene acetal

: 109387-00-0
endo-6-acetoxy-endo-8-phenylseleno-cis-bicyclo(3.3.0)octan-3-one, 2,2-dimethyltrimethylene acetal

: C₂₇H₃₄O₂Se₂

Guidance literature:: With n-butyllithium; hypophosphorous acid; In tetrahydrofuran; hexane; benzene; 20min reflux, 10min room temperature then 6h reflux in benzene/12-crown-4;
DOI:10.1016/S0040-4020(01)87331-2

Reference yield:

: 31824-15-4
Deslongchamps's diketone

: 109387-00-0
endo-6-acetoxy-endo-8-phenylseleno-cis-bicyclo(3.3.0)octan-3-one, 2,2-dimethyltrimethylene acetal

Guidance literature:: Multi-step reaction with 5 steps

1: TsOH / benzene

2: MCPBA / CH₂Cl₂

3: LiAlH₄ / tetrahydrofuran; diethyl ether

4: 1.) pyridine; 2.) pyridine / 1.) dichloromethane, -40 degC, 3d; 2.) room temperature, 12h

5: 70 percent / hypophosphorous acid, n-butyl lithium / tetrahydrofuran; benzene; hexane / 20min reflux, 10min room temperature then 6h reflux in benzene/12-crown-4

With pyridine; lithium aluminium tetrahydride; n-butyllithium; hypophosphorous acid; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; benzene;
DOI:10.1016/S0040-4020(01)87331-2

Reference yield:

: 68750-41-4
C₁₅H₂₆O₄

: 109387-00-0
endo-6-acetoxy-endo-8-phenylseleno-cis-bicyclo(3.3.0)octan-3-one, 2,2-dimethyltrimethylene acetal

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) pyridine; 2.) pyridine / 1.) dichloromethane, -40 degC, 3d; 2.) room temperature, 12h

2: 70 percent / hypophosphorous acid, n-butyl lithium / tetrahydrofuran; benzene; hexane / 20min reflux, 10min room temperature then 6h reflux in benzene/12-crown-4

With pyridine; n-butyllithium; hypophosphorous acid; In tetrahydrofuran; hexane; benzene;
DOI:10.1016/S0040-4020(01)87331-2