2,4,6-Triisopropyl-benzenesulfonic acid (2R,13R)-2-hydroxy-13-(2-trimethylsilanyl-ethoxymethoxy)-13-{(2R,5R,2'R,5'R)-5'-[(R)-1-(2-trimethylsilanyl-ethoxymethoxy)-undecyl]-octahydro-[2,2']bifuranyl-5-yl}-tridecyl ester

Base Information

• Chemical Name: 2,4,6-Triisopropyl-benzenesulfonic acid (2R,13R)-2-hydroxy-13-(2-trimethylsilanyl-ethoxymethoxy)-13-{(2R,5R,2'R,5'R)-5'-[(R)-1-(2-trimethylsilanyl-ethoxymethoxy)-undecyl]-octahydro-[2,2']bifuranyl-5-yl}-tridecyl ester
• CAS No.: 193812-14-5
• Molecular Formula: C₅₉H₁₁₂O₁₀SSi₂
• Molecular Weight: 1069.77
• Mol file: 193812-14-5.mol

Synonyms:2,4,6-Triisopropyl-benzenesulfonic acid (2R,13R)-2-hydroxy-13-(2-trimethylsilanyl-ethoxymethoxy)-13-{(2R,5R,2'R,5'R)-5'-[(R)-1-(2-trimethylsilanyl-ethoxymethoxy)-undecyl]-octahydro-[2,2']bifuranyl-5-yl}-tridecyl ester

Chemical Property of 2,4,6-Triisopropyl-benzenesulfonic acid (2R,13R)-2-hydroxy-13-(2-trimethylsilanyl-ethoxymethoxy)-13-{(2R,5R,2'R,5'R)-5'-[(R)-1-(2-trimethylsilanyl-ethoxymethoxy)-undecyl]-octahydro-[2,2']bifuranyl-5-yl}-tridecyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,4,6-Triisopropyl-benzenesulfonic acid (2R,13R)-2-hydroxy-13-(2-trimethylsilanyl-ethoxymethoxy)-13-{(2R,5R,2'R,5'R)-5'-[(R)-1-(2-trimethylsilanyl-ethoxymethoxy)-undecyl]-octahydro-[2,2']bifuranyl-5-yl}-tridecyl ester

There total 7 articles about 2,4,6-Triisopropyl-benzenesulfonic acid (2R,13R)-2-hydroxy-13-(2-trimethylsilanyl-ethoxymethoxy)-13-{(2R,5R,2'R,5'R)-5'-[(R)-1-(2-trimethylsilanyl-ethoxymethoxy)-undecyl]-octahydro-[2,2']bifuranyl-5-yl}-tridecyl 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: 19.0%

2,4,6-triisopropylphenylsulfonyl chloride (6553-96-4) + (2R,13R)-13-(2-Trimethylsilanyl-ethoxymethoxy)-13-{(2R,5R,2'R,5'R)-5'-[(R)-1-(2-trimethylsilanyl-ethoxymethoxy)-undecyl]-octahydro-[2,2']bifuranyl-5-yl}-tridecane-1,2-diol (193812-13-4) → 2,4,6-Triisopropyl-benzenesulfonic acid (2R,13R)-2-hydroxy-13-(2-trimethylsilanyl-ethoxymethoxy)-13-{(2R,5R,2'R,5'R)-5'-[(R)-1-(2-trimethylsilanyl-ethoxymethoxy)-undecyl]-octahydro-[2,2']bifuranyl-5-yl}-tridecyl ester (193812-14-5)

Guidance literature:

With pyridine; for 10h; Ambient temperature;

DOI:10.1021/jo970423s

Reference yield:

(E)-(R)-11-{(2R,5R,2'R,5'R)-5'-[(E)-(R)-11-Hydroxy-1-(2-trimethylsilanyl-ethoxymethoxy)-undec-2-enyl]-octahydro-[2,2']bifuranyl-5-yl}-11-(2-trimethylsilanyl-ethoxymethoxy)-undec-9-en-1-ol (193811-95-9) → 2,4,6-Triisopropyl-benzenesulfonic acid (2R,13R)-2-hydroxy-13-(2-trimethylsilanyl-ethoxymethoxy)-13-{(2R,5R,2'R,5'R)-5'-[(R)-1-(2-trimethylsilanyl-ethoxymethoxy)-undecyl]-octahydro-[2,2']bifuranyl-5-yl}-tridecyl ester (193812-14-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) n-BuLi / 1.) THF, hexane, DMSO, 40 deg C, 30 min, 2.) THF, room temperature, 1 h

2: 86 percent / LiBEt₃H / tetrahydrofuran / 12 h / 0 °C

3: 98 percent / H₂ / Rh-Al₂O₃ / ethyl acetate / 12 h

4: 97 percent / I₂, Ph₃P, imidazole / CH₂Cl₂; benzene / 1 h

5: 91 percent / tetrahydrofuran / 12 h / 0 °C

6: 100 percent / (DHQD)2AQN, K₂Fe₃(CN)6, K₂CO₃, K₂OsO₂(OH)4 / 2-methyl-propan-2-ol; H₂O / 12 h / 0 °C

7: 19 percent / pyridine / 10 h / Ambient temperature

With pyridine; 1H-imidazole; n-butyllithium; potassium dioxotetrahydroxoosmate(VI); hydroquinidine anthraquinone-1,4-diyl diether; K₂Fe₃(CN)6; hydrogen; iodine; lithium triethylborohydride; potassium carbonate; triphenylphosphine; rhodium on alumina; In tetrahydrofuran; dichloromethane; water; ethyl acetate; tert-butyl alcohol; benzene;

DOI:10.1021/jo970423s

Reference yield:

(E)-(R)-11-(2-Trimethylsilanyl-ethoxymethoxy)-11-{(2R,5R,2'R,5'R)-5'-[(E)-(R)-1-(2-trimethylsilanyl-ethoxymethoxy)-undec-2-enyl]-octahydro-[2,2']bifuranyl-5-yl}-undec-9-en-1-ol (193811-97-1) → 2,4,6-Triisopropyl-benzenesulfonic acid (2R,13R)-2-hydroxy-13-(2-trimethylsilanyl-ethoxymethoxy)-13-{(2R,5R,2'R,5'R)-5'-[(R)-1-(2-trimethylsilanyl-ethoxymethoxy)-undecyl]-octahydro-[2,2']bifuranyl-5-yl}-tridecyl ester (193812-14-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 98 percent / H₂ / Rh-Al₂O₃ / ethyl acetate / 12 h

2: 97 percent / I₂, Ph₃P, imidazole / CH₂Cl₂; benzene / 1 h

3: 91 percent / tetrahydrofuran / 12 h / 0 °C

4: 100 percent / (DHQD)2AQN, K₂Fe₃(CN)6, K₂CO₃, K₂OsO₂(OH)4 / 2-methyl-propan-2-ol; H₂O / 12 h / 0 °C

5: 19 percent / pyridine / 10 h / Ambient temperature

With pyridine; 1H-imidazole; potassium dioxotetrahydroxoosmate(VI); hydroquinidine anthraquinone-1,4-diyl diether; K₂Fe₃(CN)6; hydrogen; iodine; potassium carbonate; triphenylphosphine; rhodium on alumina; In tetrahydrofuran; dichloromethane; water; ethyl acetate; tert-butyl alcohol; benzene;

DOI:10.1021/jo970423s

upstream raw materials:

2,4,6-triisopropylphenylsulfonyl chloride

(2R,13R)-13-(2-Trimethylsilanyl-ethoxymethoxy)-13-{(2R,5R,2'R,5'R)-5'-[(R)-1-(2-trimethylsilanyl-ethoxymethoxy)-undecyl]-octahydro-[2,2']bifuranyl-5-yl}-tridecane-1,2-diol

(R)-11-(2-Trimethylsilanyl-ethoxymethoxy)-11-{(2R,5R,2'R,5'R)-5'-[(R)-1-(2-trimethylsilanyl-ethoxymethoxy)-undecyl]-octahydro-[2,2']bifuranyl-5-yl}-undecan-1-ol

(2R,5R,2'R,5'R)-5-[(R)-11-Iodo-1-(2-trimethylsilanyl-ethoxymethoxy)-undecyl]-5'-[(R)-1-(2-trimethylsilanyl-ethoxymethoxy)-undecyl]-octahydro-[2,2']bifuranyl

Downstream raw materials:

(+)-asimicin