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

Base Information

Chemical Name:endo-6-acetoxy-endo-8-(2-o-nitrophenylselenoethyl)-cis-bicyclo(3.3.0)octan-3-one, 2,2-dimethyltrimethylene acetal
CAS No.:109387-02-2
Molecular Formula:C₂₃H₃₁NO₆Se
Molecular Weight:496.462
Hs Code.:

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

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

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

There total 8 articles about endo-6-acetoxy-endo-8-(2-o-nitrophenylselenoethyl)-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: 86.0%

: (2-nitrophenyl)seleno cyanate

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

: 109387-02-2
endo-6-acetoxy-endo-8-(2-o-nitrophenylselenoethyl)-cis-bicyclo(3.3.0)octan-3-one, 2,2-dimethyltrimethylene acetal

Guidance literature:: With tributylphosphine; In tetrahydrofuran; for 0.75h; Ambient temperature;
DOI:10.1016/S0040-4020(01)87331-2

Reference yield:

: 1666-13-3
diphenyl diselenide

: 109387-02-2
endo-6-acetoxy-endo-8-(2-o-nitrophenylselenoethyl)-cis-bicyclo(3.3.0)octan-3-one, 2,2-dimethyltrimethylene acetal

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / hypophosphorous acid, n-butyl lithium / tetrahydrofuran; benzene; hexane / 20min reflux, 10min room temperature then 6h reflux in benzene/12-crown-4

2: 86 percent / tributylphosphine / tetrahydrofuran / 0.75 h / Ambient temperature

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

Reference yield:

: 31824-15-4
Deslongchamps's diketone

: 109387-02-2
endo-6-acetoxy-endo-8-(2-o-nitrophenylselenoethyl)-cis-bicyclo(3.3.0)octan-3-one, 2,2-dimethyltrimethylene acetal

Guidance literature:: Multi-step reaction with 6 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

6: 86 percent / tributylphosphine / tetrahydrofuran / 0.75 h / Ambient temperature

With pyridine; lithium aluminium tetrahydride; n-butyllithium; tributylphosphine; 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