3-benzyloxy-2,3,3a,7a-tetrahydrobenzothiophen-5-(4H)-one-1,1-dioxide

Base Information

• Chemical Name: 3-benzyloxy-2,3,3a,7a-tetrahydrobenzothiophen-5-(4H)-one-1,1-dioxide
• CAS No.: 135138-42-0
• Molecular Formula: C₁₅H₁₆O₄S
• Molecular Weight: 292.356
• Mol file: 135138-42-0.mol

Synonyms:Benzo[b]thiophen-5(4H)-one,2,3,3a,7a-tetrahydro-3-(phenylmethoxy)-, 1,1-dioxide, (3a,3aa,7aa)- (9CI); Benzo[b]thiophen-5(4H)-one,2,3,3a,7a-tetrahydro-3-(phenylmethoxy)-, 1,1-dioxide, (3a,3aa,7aa)-(?à)-

Chemical Property of 3-benzyloxy-2,3,3a,7a-tetrahydrobenzothiophen-5-(4H)-one-1,1-dioxide

Chemical Property:

• Vapor Pressure: 3.44E-11mmHg at 25°C
• Boiling Point: 526.9°Cat760mmHg
• Flash Point: 272.4°C
• PSA: 68.82000
• Density: 1.34g/cm³
• LogP: 2.59480

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-benzyloxy-2,3,3a,7a-tetrahydrobenzothiophen-5-(4H)-one-1,1-dioxide

There total 4 articles about 3-benzyloxy-2,3,3a,7a-tetrahydrobenzothiophen-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:

benzyl bromide (100-39-0) → (3α,3aα,7aα)-3-benzyloxy-2,3,3a,7a-tetrahydrobenzothiophen-5(4H)-one-1,1-dioxide (135138-42-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH, n-Bu₄NI / tetrahydrofuran / 2 h / Ambient temperature

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

With pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran;

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

Reference yield:

benzyl bromide (100-39-0) → (3α,3aβ,7aβ)-3-benzyloxy-2,3,3a,7a-tetrahydrobenzothiophen-5(4H)-one-1,1-dioxide (135138-42-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH, n-Bu₄NI / tetrahydrofuran / 2 h / Ambient temperature

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

With pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran;

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 (191861-69-5) → (3α,3aα,7aα)-3-benzyloxy-2,3,3a,7a-tetrahydrobenzothiophen-5(4H)-one-1,1-dioxide (135138-42-0) + (3α,3aβ,7aβ)-3-benzyloxy-2,3,3a,7a-tetrahydrobenzothiophen-5(4H)-one-1,1-dioxide (135138-42-0)

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

benzyl bromide

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