3-triisopropylsiloxy-2,3,3a,7a-tetrahydrobenzo(b)thiophen-5(4H)-one 1,1-dioxide

Base Information

• Chemical Name: 3-triisopropylsiloxy-2,3,3a,7a-tetrahydrobenzo(b)thiophen-5(4H)-one 1,1-dioxide
• CAS No.: 127486-98-0
• Molecular Formula: C₁₇H₃₀O₄SSi
• Molecular Weight: 358.574
• Mol file: 127486-98-0.mol

Synonyms:Benzo[b]thiophen-5(4H)-one,2,3,3a,7a-tetrahydro-3-[[tris(1-methylethyl)silyl]oxy]-, 1,1-dioxide, (3a,3ab,7ab)- (9CI); Benzo[b]thiophen-5(4H)-one,2,3,3a,7a-tetrahydro-3-[[tris(1-methylethyl)silyl]oxy]-, 1,1-dioxide, (3a,3ab,7ab)-(?à)-; (?à)-3-Triisopropylsiloxy-2,3a,3ab,7ab-tetrahydrobenzo[b]thiophen-5(4H)-one1,1-dioxide

Chemical Property of 3-triisopropylsiloxy-2,3,3a,7a-tetrahydrobenzo(b)thiophen-5(4H)-one 1,1-dioxide

Chemical Property:

• Vapor Pressure: 6.68E-09mmHg at 25°C
• Boiling Point: 467.1°C at 760 mmHg
• Flash Point: 236.3°C
• Density: 1.09g/cm³

Purity/Quality:

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Technology Process of 3-triisopropylsiloxy-2,3,3a,7a-tetrahydrobenzo(b)thiophen-5(4H)-one 1,1-dioxide

There total 4 articles about 3-triisopropylsiloxy-2,3,3a,7a-tetrahydrobenzo(b)thiophen-5(4H)-one 1,1-dioxide 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:

triisopropylsilyl chloride (13154-24-0) → (3α,3aα,7aα)-3-(triisopropylsiloxy)-2,3,3a,7a-tetrahydrobenzothiophen-5(4H)-one-1,1-dioxide (127486-98-0)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide / 24 h / Ambient temperature

2: 2.) pyridinium p-toluenesulfonate (PPTS) / 1.) mesitylene, 170-180 deg C, 48 h, 2.) benzene, reflux, 24 h

With 1H-imidazole; pyridinium p-toluenesulfonate; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)79329-4

Reference yield:

triisopropylsilyl chloride (13154-24-0) → (3α,3aβ,7aβ)-3-(triisopropylsiloxy)-2,3,3a,7a-tetrahydrobenzothiophen-5(4H)-one-1,1-dioxide (127486-98-0)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide / 24 h / Ambient temperature

2: 2.) pyridinium p-toluenesulfonate (PPTS) / 1.) mesitylene, 170-180 deg C, 48 h, 2.) benzene, reflux, 24 h

With 1H-imidazole; pyridinium p-toluenesulfonate; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)79329-4

Reference yield:

danishefsky's diene (54125-02-9) + 3-benzyloxy-2,3-dihydrothiphene-3-ol-1,1-oxide (191861-70-8) → (3α,3aα,7aα)-3-(triisopropylsiloxy)-2,3,3a,7a-tetrahydrobenzothiophen-5(4H)-one-1,1-dioxide (127486-98-0) + (3α,3aβ,7aβ)-3-(triisopropylsiloxy)-2,3,3a,7a-tetrahydrobenzothiophen-5(4H)-one-1,1-dioxide (127486-98-0)

Guidance literature:

With pyridinium p-toluenesulfonate; Yield given. Multistep reaction. Yields of byproduct given; 1.) mesitylene, 170-180 deg C, 48 h, 2.) benzene, reflux, 24 h;

DOI:10.1016/S0040-4039(00)79329-4

upstream raw materials:

danishefsky's diene

3-benzyloxy-2,3-dihydrothiphene-3-ol-1,1-oxide

triisopropylsilyl chloride

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