(2R,3R,5R,6R)-2,6-Dibenzyloxy-8-bromo-5-(tert-butyldimethylsiloxy)-3-(p-methoxybenzyloxy)-4,4-dimethyl-7-oxooctanal

Base Information

• Chemical Name: (2R,3R,5R,6R)-2,6-Dibenzyloxy-8-bromo-5-(tert-butyldimethylsiloxy)-3-(p-methoxybenzyloxy)-4,4-dimethyl-7-oxooctanal
• CAS No.: 163226-89-9
• Molecular Formula: C₃₈H₅₁BrO₇Si
• Molecular Weight: 727.808

Synonyms:(2R,3R,5R,6R)-2,6-Dibenzyloxy-8-bromo-5-(tert-butyldimethylsiloxy)-3-(p-methoxybenzyloxy)-4,4-dimethyl-7-oxooctanal

Chemical Property of (2R,3R,5R,6R)-2,6-Dibenzyloxy-8-bromo-5-(tert-butyldimethylsiloxy)-3-(p-methoxybenzyloxy)-4,4-dimethyl-7-oxooctanal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (2R,3R,5R,6R)-2,6-Dibenzyloxy-8-bromo-5-(tert-butyldimethylsiloxy)-3-(p-methoxybenzyloxy)-4,4-dimethyl-7-oxooctanal

There total 2 articles about (2R,3R,5R,6R)-2,6-Dibenzyloxy-8-bromo-5-(tert-butyldimethylsiloxy)-3-(p-methoxybenzyloxy)-4,4-dimethyl-7-oxooctanal 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: 98.0%

(3R,4R,6R,7S)-3,7-Dibenzyloxy-1-bromo-4-(tert-butyldimethylsiloxy)-8-hydroxy-6-(p-methoxybenzyloxy)-5,5-dimethyl-2-octanone → (2R,3R,5R,6R)-2,6-Dibenzyloxy-8-bromo-5-(tert-butyldimethylsiloxy)-3-(p-methoxybenzyloxy)-4,4-dimethyl-7-oxooctanal (163226-89-9)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 20 ℃;

DOI:10.1246/cl.1995.181

Reference yield:

1-[(1R,3R,4R)-4-Benzyloxy-1-((R)-1-benzyloxy-2-phenylsulfanyl-2-trimethylsilanyloxy-ethyl)-6-bromo-3-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-5-trimethylsilanyloxy-hexyloxymethyl]-4-methoxy-benzene → (2R,3R,5R,6R)-2,6-Dibenzyloxy-8-bromo-5-(tert-butyldimethylsiloxy)-3-(p-methoxybenzyloxy)-4,4-dimethyl-7-oxooctanal (163226-89-9)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; Yield given;

DOI:10.1246/cl.1995.181

Reference yield: 56.0%

(2R,3R,5R,6R)-2,6-Dibenzyloxy-8-bromo-5-(tert-butyldimethylsiloxy)-3-(p-methoxybenzyloxy)-4,4-dimethyl-7-oxooctanal (163226-89-9) → (2R,3R,5R,6S,7R)-2,6-Dibenzyloxy-3-(tert-butyldimethylsiloxy)-7-hydroxy-5-(p-methoxybenzyloxy)-4,4-dimethylcyclooctanone (163226-90-2) + (2R,3R,5R,6S,7S)-2,6-Dibenzyloxy-3-(tert-butyldimethylsiloxy)-7-hydroxy-5-(p-methoxybenzyloxy)-4,4-dimethylcyclooctanone (163380-51-6)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1002/(sici)1521-3765(19990104)5:1<121::aid-chem121>3.3.co;2-f

Downstream raw materials:

(2R,3R,5R,6S,7S*)-2,6-Dibenzyloxy-3-(tert-butyldimethylsiloxy)-7-hydroxy-5-(p-methoxybenzyloxy)-4,4-dimethylcyclooctanone

(2R,3R,5R,6S,7R)-2,6-Dibenzyloxy-3-(tert-butyldimethylsiloxy)-7-hydroxy-5-(p-methoxybenzyloxy)-4,4-dimethylcyclooctanone

(2R,3R,5R,6S,7S)-2,6-Dibenzyloxy-3-(tert-butyldimethylsiloxy)-7-hydroxy-5-(p-methoxybenzyloxy)-4,4-dimethylcyclooctanone

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