3,3-bis-benzenesulfonyl-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-cyclohexanol

Base Information

• Chemical Name: 3,3-bis-benzenesulfonyl-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-cyclohexanol
• CAS No.: 865203-20-9
• Molecular Formula: C₃₆H₄₂O₆S₂Si
• Molecular Weight: 662.943

Synonyms:3,3-bis-benzenesulfonyl-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-cyclohexanol

Chemical Property of 3,3-bis-benzenesulfonyl-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-cyclohexanol

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Technology Process of 3,3-bis-benzenesulfonyl-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-cyclohexanol

There total 6 articles about 3,3-bis-benzenesulfonyl-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-cyclohexanol 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: 77.0%

3,3-bis-benzenesulfonyl-2-(2-hydroxy-ethyl)-cyclohexanol (865203-19-6) + tert-butylchlorodiphenylsilane (58479-61-1) → 3,3-bis-benzenesulfonyl-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-cyclohexanol (865203-20-9)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.tetlet.2005.06.137

Reference yield:

2-(4,4-bis-benzenesulfonyl-butyl)-furan (865203-10-7) → 3,3-bis-benzenesulfonyl-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-cyclohexanol (865203-20-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: ¹O₂; Rose Bengal / methanol / UV-irradiation

1.2: 61 percent / pyridine; DMAP

2.1: 75 percent / DBU / dimethylformamide / 20 °C

3.1: 86 percent / LAH; BF₃*OEt₂

4.1: 77 percent / dimethylformamide / 20 °C

With lithium aluminium tetrahydride; boron trifluoride diethyl etherate; oxygen; rose bengal; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; N,N-dimethyl-formamide; 2.1: intramolecular Michael addition;

DOI:10.1016/j.tetlet.2005.06.137

Reference yield:

5-(4,4-bis-benzenesulfonyl-butyl)-5-methoxy-5H-furan-2-one (865203-14-1) → 3,3-bis-benzenesulfonyl-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-cyclohexanol (865203-20-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / DBU / dimethylformamide / 20 °C

2: 86 percent / LAH; BF₃*OEt₂

3: 77 percent / dimethylformamide / 20 °C

With lithium aluminium tetrahydride; boron trifluoride diethyl etherate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; 1: intramolecular Michael addition;

DOI:10.1016/j.tetlet.2005.06.137

upstream raw materials:

3,3-bis-benzenesulfonyl-2-(2-hydroxy-ethyl)-cyclohexanol

tert-butylchlorodiphenylsilane

2-(4,4-bis-benzenesulfonyl-butyl)-furan

5-(4,4-bis-benzenesulfonyl-butyl)-5-methoxy-5H-furan-2-one

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