2,2'-bis(phenylsulfonylmethyl)(3,4,7,8-tetrahydrodibenzo[8]annulene)

Base Information

• Chemical Name: 2,2'-bis(phenylsulfonylmethyl)(3,4,7,8-tetrahydrodibenzo[8]annulene)
• CAS No.: 1329669-89-7
• Molecular Formula: C₃₀H₂₄O₆S₂
• Molecular Weight: 544.649
• Mol file: 1329669-89-7.mol

Synonyms:2,2'-bis(phenylsulfonylmethyl)(3,4,7,8-tetrahydrodibenzo[8]annulene)

Chemical Property of 2,2'-bis(phenylsulfonylmethyl)(3,4,7,8-tetrahydrodibenzo[8]annulene)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2'-bis(phenylsulfonylmethyl)(3,4,7,8-tetrahydrodibenzo[8]annulene)

There total 4 articles about 2,2'-bis(phenylsulfonylmethyl)(3,4,7,8-tetrahydrodibenzo[8]annulene) 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: 64.0%

(E)-2-(2-(phenylsulfonyl)vinyl)benzaldehyde (1329669-80-8) → 2,2'-bis(phenylsulfonylmethyl)(3,4,7,8-tetrahydrodibenzo[8]annulene) (1329669-89-7)

Guidance literature:

With (S)-2-benzyl-5-((tert-butyldiphenylsilyloxy)methyl)-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 23 ℃; for 0.166667h; optical yield given as %de; Inert atmosphere;

DOI:10.1055/s-0030-1260031

Reference yield:

(E)-2-(2-(2-(phenylsulfonyl)vinyl)phenyl)-1,3-dioxane (1329670-09-8) → 2,2'-bis(phenylsulfonylmethyl)(3,4,7,8-tetrahydrodibenzo[8]annulene) (1329669-89-7)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / tetrahydrofuran; water / 20 h / 80 °C / Inert atmosphere

2: (S)-2-benzyl-5-((tert-butyldiphenylsilyloxy)methyl)-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.17 h / 23 °C / Inert atmosphere

With (S)-2-benzyl-5-((tert-butyldiphenylsilyloxy)methyl)-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane; water;

DOI:10.1055/s-0030-1260031

Reference yield:

o-phthalic dicarboxaldehyde (643-79-8) → 2,2'-bis(phenylsulfonylmethyl)(3,4,7,8-tetrahydrodibenzo[8]annulene) (1329669-89-7)

Guidance literature:

Multi-step reaction with 4 steps

1: toluene-4-sulfonic acid / benzene / 2 h / 80 °C / Inert atmosphere

2: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / acetonitrile / 1 h / 23 °C / Inert atmosphere

3: toluene-4-sulfonic acid / tetrahydrofuran; water / 20 h / 80 °C / Inert atmosphere

4: (S)-2-benzyl-5-((tert-butyldiphenylsilyloxy)methyl)-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.17 h / 23 °C / Inert atmosphere

With (S)-2-benzyl-5-((tert-butyldiphenylsilyloxy)methyl)-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In tetrahydrofuran; dichloromethane; water; acetonitrile; benzene;

DOI:10.1055/s-0030-1260031

upstream raw materials:

(E)-2-(2-(2-(phenylsulfonyl)vinyl)phenyl)-1,3-dioxane

(E)-2-(2-(phenylsulfonyl)vinyl)benzaldehyde

2-(1,3-dioxan-2-yl)benzaldehyde

o-phthalic dicarboxaldehyde

Refernces