methyl (2R,3R,E)-3-(dimethyl(phenyl)silyl)-2-(methoxymethoxy)-3-methylhex-4-enoate

Base Information

• Chemical Name: methyl (2R,3R,E)-3-(dimethyl(phenyl)silyl)-2-(methoxymethoxy)-3-methylhex-4-enoate
• CAS No.: 1033591-44-4
• Molecular Formula: C₁₈H₂₈O₄Si
• Molecular Weight: 336.503
• Mol file: 1033591-44-4.mol

Synonyms:methyl (2R,3R,E)-3-(dimethyl(phenyl)silyl)-2-(methoxymethoxy)-3-methylhex-4-enoate

Chemical Property of methyl (2R,3R,E)-3-(dimethyl(phenyl)silyl)-2-(methoxymethoxy)-3-methylhex-4-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2R,3R,E)-3-(dimethyl(phenyl)silyl)-2-(methoxymethoxy)-3-methylhex-4-enoate

There total 1 articles about methyl (2R,3R,E)-3-(dimethyl(phenyl)silyl)-2-(methoxymethoxy)-3-methylhex-4-enoate 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: 86.0%

(E)-(2R,3R)-3-(dimethyl-phenyl-silanyl)-2-hydroxy-3-methyl-hex-4-enoic acid methyl ester (851760-02-6) + chloromethyl methyl ether (107-30-2) → methyl (2R,3R,E)-3-(dimethyl(phenyl)silyl)-2-(methoxymethoxy)-3-methylhex-4-enoate (1033591-44-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol800749w

Reference yield: 70.0%

methyl (2R,3R,E)-3-(dimethyl(phenyl)silyl)-2-(methoxymethoxy)-3-methylhex-4-enoate (1033591-44-4) + (2S,4R)-5-(3-bromo-2,5-diisopropoxy-6-methoxyphenyl)-2-methoxy-4-methylpentanal (1033591-45-5) + benzyloxy-trimethylsilane (14642-79-6) → methyl (2S,7S,9R)-6-(benzyloxy)-10-(3-bromo-2,5-diisopropoxy-6-methoxyphenyl)-7-methoxy-2-(methoxymethoxy)-3,5,9-trimethyldec-3-enoate + methyl (2S,5S,6R,7S,9R,E)-6-(benzyloxy)-10-(3-bromo-2,5-diisopropoxy-6-methoxyphenyl)-7-methoxy-2-(methoxymethoxy)-3,5,9-trimethyldec-3-enoate (1033591-56-8)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -78 - -25 ℃; for 73h; optical yield given as %de; stereoselective reaction; Inert atmosphere;

DOI:10.1021/ol800749w

upstream raw materials:

(E)-(2R,3R)-3-(dimethyl-phenyl-silanyl)-2-hydroxy-3-methyl-hex-4-enoic acid methyl ester

chloromethyl methyl ether

Downstream raw materials:

methyl (2S,5S,6R,7S,9R,E)-6-(benzyloxy)-10-(3-bromo-2,5-diisopropoxy-6-methoxyphenyl)-7-methoxy-2-(methoxymethoxy)-3,5,9-trimethyldec-3-enoate