Toluene-4-sulfonic acid (S)-2-{(1R,3aS,7aR)-4-[1-(2,2-dioxo-6-triethylsilanyloxy-2,3,4,5,6,7-hexahydro-1H-2λ⁶-benzo[c]thiophen-1-yl)-meth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl ester

Base Information

• Chemical Name: Toluene-4-sulfonic acid (S)-2-{(1R,3aS,7aR)-4-[1-(2,2-dioxo-6-triethylsilanyloxy-2,3,4,5,6,7-hexahydro-1H-2λ⁶-benzo[c]thiophen-1-yl)-meth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl ester
• CAS No.: 104849-51-6
• Molecular Formula: C₃₅H₅₄O₆S₂Si
• Molecular Weight: 663.028

Synonyms:Toluene-4-sulfonic acid (S)-2-{(1R,3aS,7aR)-4-[1-(2,2-dioxo-6-triethylsilanyloxy-2,3,4,5,6,7-hexahydro-1H-2λ⁶-benzo[c]thiophen-1-yl)-meth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl ester

Chemical Property of Toluene-4-sulfonic acid (S)-2-{(1R,3aS,7aR)-4-[1-(2,2-dioxo-6-triethylsilanyloxy-2,3,4,5,6,7-hexahydro-1H-2λ⁶-benzo[c]thiophen-1-yl)-meth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Toluene-4-sulfonic acid (S)-2-{(1R,3aS,7aR)-4-[1-(2,2-dioxo-6-triethylsilanyloxy-2,3,4,5,6,7-hexahydro-1H-2λ⁶-benzo[c]thiophen-1-yl)-meth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl ester

There total 6 articles about Toluene-4-sulfonic acid (S)-2-{(1R,3aS,7aR)-4-[1-(2,2-dioxo-6-triethylsilanyloxy-2,3,4,5,6,7-hexahydro-1H-2λ⁶-benzo[c]thiophen-1-yl)-meth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl ester 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:

triethylsilyl chloride (994-30-9) → Toluene-4-sulfonic acid (S)-2-{(1R,3aS,7aR)-4-[1-(2,2-dioxo-6-triethylsilanyloxy-2,3,4,5,6,7-hexahydro-1H-2λ6-benzo[c]thiophen-1-yl)-meth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl ester (104849-51-6)

Guidance literature:

Multi-step reaction with 4 steps

1: imidazole / CH₂Cl₂ / 0.5 h

2: 1.) O₃, 2.) triphenylphosphine / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, -78 deg C, 30 min

3: 90 percent / sodium borohydride / benzene; ethanol

4: pyridine / 5 °C

With pyridine; 1H-imidazole; sodium tetrahydroborate; ozone; triphenylphosphine; In ethanol; dichloromethane; benzene;

DOI:10.1021/jo00375a013

Reference yield:

Calciferol (50-14-6) → Toluene-4-sulfonic acid (S)-2-{(1R,3aS,7aR)-4-[1-(2,2-dioxo-6-triethylsilanyloxy-2,3,4,5,6,7-hexahydro-1H-2λ6-benzo[c]thiophen-1-yl)-meth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl ester (104849-51-6)

Guidance literature:

Multi-step reaction with 5 steps

1: SO₂ / benzene; H₂O / 3.5 h

2: imidazole / CH₂Cl₂ / 0.5 h

3: 1.) O₃, 2.) triphenylphosphine / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, -78 deg C, 30 min

4: 90 percent / sodium borohydride / benzene; ethanol

5: pyridine / 5 °C

With pyridine; 1H-imidazole; sodium tetrahydroborate; sulfur dioxide; ozone; triphenylphosphine; In ethanol; dichloromethane; water; benzene;

DOI:10.1021/jo00375a013

Reference yield:

(S)-3-[(1R,3aS,7aR)-7a-Methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-octahydro-inden-(4E)-ylidenemethyl]-2,2-dioxo-2,3,4,5,6,7-hexahydro-1H-2λ6-benzo[c]thiophen-5-ol (87680-65-7) → Toluene-4-sulfonic acid (S)-2-{(1R,3aS,7aR)-4-[1-(2,2-dioxo-6-triethylsilanyloxy-2,3,4,5,6,7-hexahydro-1H-2λ6-benzo[c]thiophen-1-yl)-meth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl ester (104849-51-6)

Guidance literature:

Multi-step reaction with 4 steps

1: imidazole / CH₂Cl₂ / 0.5 h

2: 1.) O₃, 2.) triphenylphosphine / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, -78 deg C, 30 min

3: 90 percent / sodium borohydride / benzene; ethanol

4: pyridine / 5 °C

With pyridine; 1H-imidazole; sodium tetrahydroborate; ozone; triphenylphosphine; In ethanol; dichloromethane; benzene;

DOI:10.1021/jo00375a013

upstream raw materials:

(S)-2-{(1R,7aR)-4-[1-((S)-2,2-Dioxo-6-triethylsilanyloxy-2,3,4,5,6,7-hexahydro-1H-2λ⁶-benzo[c]thiophen-1-yl)-meth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propan-1-ol

p-toluenesulfonyl chloride

triethylsilyl chloride

Calciferol

Downstream raw materials:

3β-<(triethylsilyl)oxy>-20(S)-<<(p-tolylsulfonyl)oxy>-methyl>-9,10-secopregna-5(E),7(E),10(19)-triene

calcitriol

calcidiol

1α,3β-dihydroxy-20(S)-<<(p-tolylsulfonyl)oxy>methyl>-9,10-secopregna-5(Z),7(E),10(19)-triene

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