6-amino-7-methyl-2,2-di[(phenylsulfanyl)methyl]spiro[3.4]octa-5,7-diene-5-carbonitrile

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Chemical Name:6-amino-7-methyl-2,2-di[(phenylsulfanyl)methyl]spiro[3.4]octa-5,7-diene-5-carbonitrile
CAS No.:938436-23-8
Molecular Formula:C₂₄H₂₄N₂S₂
Molecular Weight:404.6
Hs Code.:

Synonyms:6-amino-7-methyl-2,2-di[(phenylsulfanyl)methyl]spiro[3.4]octa-5,7-diene-5-carbonitrile

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Chemical Property of 6-amino-7-methyl-2,2-di[(phenylsulfanyl)methyl]spiro[3.4]octa-5,7-diene-5-carbonitrile

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Technology Process of 6-amino-7-methyl-2,2-di[(phenylsulfanyl)methyl]spiro[3.4]octa-5,7-diene-5-carbonitrile

There total 6 articles about 6-amino-7-methyl-2,2-di[(phenylsulfanyl)methyl]spiro[3.4]octa-5,7-diene-5-carbonitrile 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: 91.0%

: 938436-22-7
{1-[chloro(p-tolylsulfinyl)methyl]-3,3-bis(phenylsulfanylmethyl)cyclobutyl}acetonitrile

: 107-12-0
propiononitrile

: 938436-23-8
6-amino-7-methyl-2,2-di[(phenylsulfanyl)methyl]spiro[3.4]octa-5,7-diene-5-carbonitrile

Guidance literature:: {1-[chloro(p-tolylsulfinyl)methyl]-3,3-bis(phenylsulfanylmethyl)cyclobutyl}acetonitrile; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;

propiononitrile; With n-butyllithium; In tetrahydrofuran; at -78 - -40 ℃; for 1.5h; Further stages.;
DOI:10.1016/j.tet.2007.03.019

Reference yield:

: 938436-13-6
3,3-di[(phenylsulfanyl)methyl]cyclobutanone

: 938436-23-8
6-amino-7-methyl-2,2-di[(phenylsulfanyl)methyl]spiro[3.4]octa-5,7-diene-5-carbonitrile

Guidance literature:: Multi-step reaction with 5 steps

1.1: LDA / tetrahydrofuran / -78 °C

1.2: tetrahydrofuran / -78 °C

2.1: pyridine; 4-dimethylaminopyridine / 20 °C

3.1: N-lithio-2-piperidone / tetrahydrofuran / 0 °C

4.1: n-BuLi / tetrahydrofuran / -78 °C

4.2: 94 percent / tetrahydrofuran / -78 - 20 °C

5.1: LDA / tetrahydrofuran / -78 °C

5.2: 91 percent / n-BuLi / tetrahydrofuran / 1.5 h / -78 - -40 °C

With pyridine; dmap; n-butyllithium; lithium anion of δ-valerolactam; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1016/j.tet.2007.03.019

Reference yield:

: 938436-20-5
3,3-di[(phenylsulfanyl)methyl]cyclobutanol

: 938436-23-8
6-amino-7-methyl-2,2-di[(phenylsulfanyl)methyl]spiro[3.4]octa-5,7-diene-5-carbonitrile

Guidance literature:: Multi-step reaction with 6 steps

1.1: 99 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 0 °C

2.1: LDA / tetrahydrofuran / -78 °C

2.2: tetrahydrofuran / -78 °C

3.1: pyridine; 4-dimethylaminopyridine / 20 °C

4.1: N-lithio-2-piperidone / tetrahydrofuran / 0 °C

5.1: n-BuLi / tetrahydrofuran / -78 °C

5.2: 94 percent / tetrahydrofuran / -78 - 20 °C

6.1: LDA / tetrahydrofuran / -78 °C

6.2: 91 percent / n-BuLi / tetrahydrofuran / 1.5 h / -78 - -40 °C

With pyridine; dmap; n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; triethylamine; lithium anion of δ-valerolactam; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; 1.1: Swern oxidation;
DOI:10.1016/j.tet.2007.03.019