2-((2R,3S,4S,5R,6R)-6-((E)-1-(2-(((2S,4R,6R)-6-((1R,2E,4E,6R,8E)-9-bromo-1-(tert-butyldiphenylsilanyloxy)-6-methoxy-3-methylnona-2,4,8-trienyl)-2,4-dimethoxytetrahydro-2H-pyran-2-yl)methyl)oxazol-4-yl)prop-1-en-2-yl)-4-(4-methoxybenzyloxy)-3,5-dimethyltetrahydro-2H-pyran-2-yl)ethanol

Base Information

• Chemical Name: 2-((2R,3S,4S,5R,6R)-6-((E)-1-(2-(((2S,4R,6R)-6-((1R,2E,4E,6R,8E)-9-bromo-1-(tert-butyldiphenylsilanyloxy)-6-methoxy-3-methylnona-2,4,8-trienyl)-2,4-dimethoxytetrahydro-2H-pyran-2-yl)methyl)oxazol-4-yl)prop-1-en-2-yl)-4-(4-methoxybenzyloxy)-3,5-dimethyltetrahydro-2H-pyran-2-yl)ethanol
• CAS No.: 920034-41-9
• Molecular Formula: C₅₈H₇₈BrNO₁₀Si
• Molecular Weight: 1057.25
• Mol file: 920034-41-9.mol

Synonyms:2-((2R,3S,4S,5R,6R)-6-((E)-1-(2-(((2S,4R,6R)-6-((1R,2E,4E,6R,8E)-9-bromo-1-(tert-butyldiphenylsilanyloxy)-6-methoxy-3-methylnona-2,4,8-trienyl)-2,4-dimethoxytetrahydro-2H-pyran-2-yl)methyl)oxazol-4-yl)prop-1-en-2-yl)-4-(4-methoxybenzyloxy)-3,5-dimethyltetrahydro-2H-pyran-2-yl)ethanol

Chemical Property of 2-((2R,3S,4S,5R,6R)-6-((E)-1-(2-(((2S,4R,6R)-6-((1R,2E,4E,6R,8E)-9-bromo-1-(tert-butyldiphenylsilanyloxy)-6-methoxy-3-methylnona-2,4,8-trienyl)-2,4-dimethoxytetrahydro-2H-pyran-2-yl)methyl)oxazol-4-yl)prop-1-en-2-yl)-4-(4-methoxybenzyloxy)-3,5-dimethyltetrahydro-2H-pyran-2-yl)ethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((2R,3S,4S,5R,6R)-6-((E)-1-(2-(((2S,4R,6R)-6-((1R,2E,4E,6R,8E)-9-bromo-1-(tert-butyldiphenylsilanyloxy)-6-methoxy-3-methylnona-2,4,8-trienyl)-2,4-dimethoxytetrahydro-2H-pyran-2-yl)methyl)oxazol-4-yl)prop-1-en-2-yl)-4-(4-methoxybenzyloxy)-3,5-dimethyltetrahydro-2H-pyran-2-yl)ethanol

There total 46 articles about 2-((2R,3S,4S,5R,6R)-6-((E)-1-(2-(((2S,4R,6R)-6-((1R,2E,4E,6R,8E)-9-bromo-1-(tert-butyldiphenylsilanyloxy)-6-methoxy-3-methylnona-2,4,8-trienyl)-2,4-dimethoxytetrahydro-2H-pyran-2-yl)methyl)oxazol-4-yl)prop-1-en-2-yl)-4-(4-methoxybenzyloxy)-3,5-dimethyltetrahydro-2H-pyran-2-yl)ethanol 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: 92.0%

2-(((2S,4R,6R)-6-((1R,2E,4E,6R,8E)-9-bromo-1-(tert-butyldiphenylsilanyloxy)-6-methoxy-3-methylnona-2,4,8-trienyl)-2,4-dimethoxytetrahydro-2Hpyran-2-yl)methyl)-4-((E)-2-((2R,3R,4S,5S,6R)-6-(2-(tert-butyldimethylsilanyloxy)ethyl)-4-(4-methoxybenzyloxy)-3,5-dimethyltetrahydro-2H-pyran-2-yl)prop-1-enyl)oxazole (920034-29-3) → 2-((2R,3S,4S,5R,6R)-6-((E)-1-(2-(((2S,4R,6R)-6-((1R,2E,4E,6R,8E)-9-bromo-1-(tert-butyldiphenylsilanyloxy)-6-methoxy-3-methylnona-2,4,8-trienyl)-2,4-dimethoxytetrahydro-2H-pyran-2-yl)methyl)oxazol-4-yl)prop-1-en-2-yl)-4-(4-methoxybenzyloxy)-3,5-dimethyltetrahydro-2H-pyran-2-yl)ethanol (920034-41-9)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; for 0.75h;

DOI:10.1021/ol062531j

Reference yield: 71.0%

C74H96Si2NO10Br (930807-93-5) → 2-((2R,3S,4S,5R,6R)-6-((E)-1-(2-(((2S,4R,6R)-6-((1R,2E,4E,6R,8E)-9-bromo-1-(tert-butyldiphenylsilanyloxy)-6-methoxy-3-methylnona-2,4,8-trienyl)-2,4-dimethoxytetrahydro-2H-pyran-2-yl)methyl)oxazol-4-yl)prop-1-en-2-yl)-4-(4-methoxybenzyloxy)-3,5-dimethyltetrahydro-2H-pyran-2-yl)ethanol (920034-41-9)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; dichloromethane; at 20 ℃; for 8h;

DOI:10.1002/anie.200603656

Reference yield:

C65H85Si2O10N (930807-88-8) → 2-((2R,3S,4S,5R,6R)-6-((E)-1-(2-(((2S,4R,6R)-6-((1R,2E,4E,6R,8E)-9-bromo-1-(tert-butyldiphenylsilanyloxy)-6-methoxy-3-methylnona-2,4,8-trienyl)-2,4-dimethoxytetrahydro-2H-pyran-2-yl)methyl)oxazol-4-yl)prop-1-en-2-yl)-4-(4-methoxybenzyloxy)-3,5-dimethyltetrahydro-2H-pyran-2-yl)ethanol (920034-41-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 92 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

2: 94 percent / toluene / 24 h / 80 °C

3: 95 percent / diisobutylaluminium hydride / CH₂Cl₂; toluene / 1 h / -78 °C

4: 92 percent / Dess-Martin periodinane; 2,6-lutidine / CH₂Cl₂ / 0.5 h

5: sodium hexamethyldisilazide / tetrahydrofuran / 1.25 h / -78 - 20 °C

6: 71 percent / p-toluenesulfonic acid / methanol; CH₂Cl₂ / 8 h / 20 °C

With 2,6-dimethylpyridine; sodium hexamethyldisilazane; diisobutylaluminium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; toluene; 1: Dess-Martin oxidation / 4: Dess-Martin oxidation;

DOI:10.1002/anie.200603656

upstream raw materials:

2-(((2S,4R,6R)-6-((1R,2E,4E,6R,8E)-9-bromo-1-(tert-butyldiphenylsilanyloxy)-6-methoxy-3-methylnona-2,4,8-trienyl)-2,4-dimethoxytetrahydro-2Hpyran-2-yl)methyl)-4-((E)-2-((2R,3R,4S,5S,6R)-6-(2-(tert-butyldimethylsilanyloxy)ethyl)-4-(4-methoxybenzyloxy)-3,5-dimethyltetrahydro-2H-pyran-2-yl)prop-1-enyl)oxazole

C₇₄H₉₆Si₂NO₁₀Br

C₆₅H₈₅Si₂O₁₀N

C₆₅H₈₃Si₂O₁₀N

Downstream raw materials:

C₆₀H₇₈SiNBrO₁₁

C₆₂H₈₂SiNBrO₁₁

2-((2R,3S,4S,5R,6R)-6-((E)-1-(2-(((2S,4R,6R)-6-((1R,2E,4E,6R,8E)-9-bromo-1-(tert-butyldiphenylsilanyloxy)-6-methoxy-3-methylnona-2,4,8-trienyl)-2,4-dimethoxytetrahydro-2H-pyran-2-yl)methyl)oxazol-4-yl)prop-1-en-2-yl)-4-(4-methoxybenzyloxy)-3,5-dimethyltetrahydro-2H-pyran-2-yl)acetaldehyde