Trifluoro-methanesulfonic acid (4aS,6S,8aS)-6-(tert-butyl-diphenyl-silanyloxy)-8a-(2-trimethylsilanyl-ethoxymethoxymethyl)-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl ester

Base Information

• Chemical Name: Trifluoro-methanesulfonic acid (4aS,6S,8aS)-6-(tert-butyl-diphenyl-silanyloxy)-8a-(2-trimethylsilanyl-ethoxymethoxymethyl)-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl ester
• CAS No.: 615249-30-4
• Molecular Formula: C₃₄H₄₉F₃O₆SSi₂
• Molecular Weight: 698.992

Synonyms:Trifluoro-methanesulfonic acid (4aS,6S,8aS)-6-(tert-butyl-diphenyl-silanyloxy)-8a-(2-trimethylsilanyl-ethoxymethoxymethyl)-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl ester

Chemical Property of Trifluoro-methanesulfonic acid (4aS,6S,8aS)-6-(tert-butyl-diphenyl-silanyloxy)-8a-(2-trimethylsilanyl-ethoxymethoxymethyl)-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of Trifluoro-methanesulfonic acid (4aS,6S,8aS)-6-(tert-butyl-diphenyl-silanyloxy)-8a-(2-trimethylsilanyl-ethoxymethoxymethyl)-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl ester

There total 6 articles about Trifluoro-methanesulfonic acid (4aS,6S,8aS)-6-(tert-butyl-diphenyl-silanyloxy)-8a-(2-trimethylsilanyl-ethoxymethoxymethyl)-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl 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:

N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulphonyl]methanesulphonamide (145100-51-2) + (4aS,6S,8aS)-6-(tert-Butyl-diphenyl-silanyloxy)-8a-(2-trimethylsilanyl-ethoxymethoxymethyl)-octahydro-naphthalen-1-one (1026931-54-3) → Trifluoro-methanesulfonic acid (4aS,6S,8aS)-6-(tert-butyl-diphenyl-silanyloxy)-8a-(2-trimethylsilanyl-ethoxymethoxymethyl)-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl ester (615249-30-4)

Guidance literature:

With potassium hexamethylsilazane; In tetrahydrofuran; at -78 ℃; for 0.5h;

DOI:10.1002/anie.200351744

Reference yield:

(2-trimethylethylsilylethoxy)methyl chloride (76513-69-4) → Trifluoro-methanesulfonic acid (4aS,6S,8aS)-6-(tert-butyl-diphenyl-silanyloxy)-8a-(2-trimethylsilanyl-ethoxymethoxymethyl)-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl ester (615249-30-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 85 percent / i-Pr₂NEt / CH₂Cl₂ / 20 h / 25 °C

2: 80 percent / Li; liq. NH₃ / 1 h / -78 °C

3: 99 percent / NaBH₄ / tetrahydrofuran; ethanol / 3 h / -78 - 25 °C

4: 80 percent / imidazole; DMAP / dimethylformamide / 24 h / 25 °C

5: PPTS / acetone / 24 h / 65 °C

6: KHMDS / tetrahydrofuran / 0.5 h / -78 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; ammonia; pyridinium p-toluenesulfonate; lithium; potassium hexamethylsilazane; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; 2: Birch reduction;

DOI:10.1002/anie.200351744

Reference yield:

(S)-3,4,8,8a-tetrahydro-8a-(hydroxymethyl)-1,6-(2H,7H)-naphthalenedione-1-ethylene acetal (98770-78-6) → Trifluoro-methanesulfonic acid (4aS,6S,8aS)-6-(tert-butyl-diphenyl-silanyloxy)-8a-(2-trimethylsilanyl-ethoxymethoxymethyl)-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl ester (615249-30-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 85 percent / i-Pr₂NEt / CH₂Cl₂ / 20 h / 25 °C

2: 80 percent / Li; liq. NH₃ / 1 h / -78 °C

3: 99 percent / NaBH₄ / tetrahydrofuran; ethanol / 3 h / -78 - 25 °C

4: 80 percent / imidazole; DMAP / dimethylformamide / 24 h / 25 °C

5: PPTS / acetone / 24 h / 65 °C

6: KHMDS / tetrahydrofuran / 0.5 h / -78 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; ammonia; pyridinium p-toluenesulfonate; lithium; potassium hexamethylsilazane; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; 2: Birch reduction;

DOI:10.1002/anie.200351744

upstream raw materials:

N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulphonyl]methanesulphonamide

(4aS,6S,8aS)-6-(tert-Butyl-diphenyl-silanyloxy)-8a-(2-trimethylsilanyl-ethoxymethoxymethyl)-octahydro-naphthalen-1-one

(2-trimethylethylsilylethoxy)methyl chloride

(S)-3,4,8,8a-tetrahydro-8a-(hydroxymethyl)-1,6-(2H,7H)-naphthalenedione-1-ethylene acetal

Downstream raw materials:

(3aS,5S,6aR,8R,10aS)-5-[(1S,2R,3R,4R,5R)-3-Bromo-2-methoxy-5-(4-methoxy-benzyloxy)-bicyclo[2.2.1]hept-2-yloxy]-8-(tert-butyl-dimethyl-silanyloxy)-4-methylene-octahydro-2-oxa-cyclopenta[d]naphthalen-3-one

(3aR,5R,6aS,8S,10aR)-5-[(1S,2R,3R,4R,5R)-3-Bromo-2-methoxy-5-(4-methoxy-benzyloxy)-bicyclo[2.2.1]hept-2-yloxy]-8-(tert-butyl-dimethyl-silanyloxy)-4-methylene-octahydro-2-oxa-cyclopenta[d]naphthalen-3-one

C₃₅H₅₂O₇Si

(1S,2R,4aS,6S,8aR)-6-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxymethyl-8a-(2-trimethylsilanyl-ethoxymethoxymethyl)-decahydro-naphthalen-2-ol

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