{2-[6-(2-benzenesulfonyl-ethyl)-6-methoxy-5,6-dihydro-2H-pyran-2-yl]-ethoxy}-tert-butyl-diphenyl-silane

Base Information

• Chemical Name: {2-[6-(2-benzenesulfonyl-ethyl)-6-methoxy-5,6-dihydro-2H-pyran-2-yl]-ethoxy}-tert-butyl-diphenyl-silane
• CAS No.: 886368-17-8
• Molecular Formula: C₃₂H₄₀O₅SSi
• Molecular Weight: 564.818

Synonyms:{2-[6-(2-benzenesulfonyl-ethyl)-6-methoxy-5,6-dihydro-2H-pyran-2-yl]-ethoxy}-tert-butyl-diphenyl-silane

Chemical Property of {2-[6-(2-benzenesulfonyl-ethyl)-6-methoxy-5,6-dihydro-2H-pyran-2-yl]-ethoxy}-tert-butyl-diphenyl-silane

Chemical Property:

Purity/Quality:

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Technology Process of {2-[6-(2-benzenesulfonyl-ethyl)-6-methoxy-5,6-dihydro-2H-pyran-2-yl]-ethoxy}-tert-butyl-diphenyl-silane

There total 13 articles about {2-[6-(2-benzenesulfonyl-ethyl)-6-methoxy-5,6-dihydro-2H-pyran-2-yl]-ethoxy}-tert-butyl-diphenyl-silane 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: 88.0%

tert-butyl-{2-[6-methoxy-6-(2-phenylsulfanyl-ethyl)-5,6-dihydro-2H-pyran-2-yl]-ethoxy}-diphenyl-silane (886368-96-3) → {2-[6-(2-benzenesulfonyl-ethyl)-6-methoxy-5,6-dihydro-2H-pyran-2-yl]-ethoxy}-tert-butyl-diphenyl-silane (886368-17-8)

Guidance literature:

With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide; In acetonitrile; at 40 ℃; for 3h;

DOI:10.1002/anie.200503733

Reference yield:

(2R,4R)-4-((Z)-3-Bromo-propenyl)-2-phenyl-[1,3]dioxane (886368-27-0) → {2-[6-(2-benzenesulfonyl-ethyl)-6-methoxy-5,6-dihydro-2H-pyran-2-yl]-ethoxy}-tert-butyl-diphenyl-silane (886368-17-8)

Guidance literature:

Multi-step reaction with 8 steps

1.1: BuLi / hexane; tetrahydrofuran / 1 h / -78 °C

1.2: tetrahydrofuran / 0.33 h / -78 °C

2.1: 3.79 g / aq. HCl / acetonitrile / 16 h / 0 °C

3.1: 92 percent / imidazole / CH₂Cl₂ / 2.5 h / 20 °C

4.1: 95 percent / 2,6-lutidine / CH₂Cl₂ / 0.33 h / -78 °C

5.1: 50 percent / sodium hexamethyldisilazide; TMSOOTMS / tetrahydrofuran / 40 h / -78 °C

6.1: 681 mg / NH₄F / methanol; CH₂Cl₂ / 16 h / 20 °C

7.1: 530 mg / pyridinium p-toluenesulfonate / 1 h / 20 °C

8.1: 88 percent / molecular sieves 4 Angstroem; N-methylmorpholine-N-oxide; tetra-n-propylammonium perruthenate / acetonitrile / 3 h / 40 °C

With 1H-imidazole; 2,6-dimethylpyridine; hydrogenchloride; ammonium fluoride; n-butyllithium; tetrapropylammonium perruthennate; bis-trimethylsilanyl peroxide; 4 A molecular sieve; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; 4-methylmorpholine N-oxide; In tetrahydrofuran; methanol; hexane; dichloromethane; acetonitrile;

DOI:10.1002/anie.200503733

Reference yield:

(Z)-3-((2R,4R)-2-Phenyl-[1,3]dioxan-4-yl)-prop-2-en-1-ol (886369-22-8) → {2-[6-(2-benzenesulfonyl-ethyl)-6-methoxy-5,6-dihydro-2H-pyran-2-yl]-ethoxy}-tert-butyl-diphenyl-silane (886368-17-8)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 92 percent / CBr₄; PPh₃ / acetonitrile / 0.58 h / 0 - 20 °C

2.1: BuLi / hexane; tetrahydrofuran / 1 h / -78 °C

2.2: tetrahydrofuran / 0.33 h / -78 °C

3.1: 3.79 g / aq. HCl / acetonitrile / 16 h / 0 °C

4.1: 92 percent / imidazole / CH₂Cl₂ / 2.5 h / 20 °C

5.1: 95 percent / 2,6-lutidine / CH₂Cl₂ / 0.33 h / -78 °C

6.1: 50 percent / sodium hexamethyldisilazide; TMSOOTMS / tetrahydrofuran / 40 h / -78 °C

7.1: 681 mg / NH₄F / methanol; CH₂Cl₂ / 16 h / 20 °C

8.1: 530 mg / pyridinium p-toluenesulfonate / 1 h / 20 °C

9.1: 88 percent / molecular sieves 4 Angstroem; N-methylmorpholine-N-oxide; tetra-n-propylammonium perruthenate / acetonitrile / 3 h / 40 °C

With 1H-imidazole; 2,6-dimethylpyridine; hydrogenchloride; ammonium fluoride; n-butyllithium; tetrapropylammonium perruthennate; carbon tetrabromide; bis-trimethylsilanyl peroxide; 4 A molecular sieve; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; 4-methylmorpholine N-oxide; triphenylphosphine; In tetrahydrofuran; methanol; hexane; dichloromethane; acetonitrile;

DOI:10.1002/anie.200503733

upstream raw materials:

tert-butyl-{2-[6-methoxy-6-(2-phenylsulfanyl-ethyl)-5,6-dihydro-2H-pyran-2-yl]-ethoxy}-diphenyl-silane

(Z)-3-((2R,4R)-2-Phenyl-[1,3]dioxan-4-yl)-prop-2-en-1-ol

(2R,4R)-4-((Z)-3-Bromo-propenyl)-2-phenyl-[1,3]dioxane

1-phenylsulfonyl-3-(phenylthio)propane

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