Methyl (E,5R,6R,2S)-5,7-bis(benzyloxy)-6-<(methylsulfonyl)oxy>-2-methyl-3-heptenoate

Base Information

• Chemical Name: Methyl (E,5R,6R,2S)-5,7-bis(benzyloxy)-6-<(methylsulfonyl)oxy>-2-methyl-3-heptenoate
• CAS No.: 104778-76-9
• Molecular Formula: C₂₄H₃₀O₇S
• Molecular Weight: 462.564
• Mol file: 104778-76-9.mol

Synonyms:Methyl (E,5R,6R,2S)-5,7-bis(benzyloxy)-6-<(methylsulfonyl)oxy>-2-methyl-3-heptenoate

Chemical Property of Methyl (E,5R,6R,2S)-5,7-bis(benzyloxy)-6-<(methylsulfonyl)oxy>-2-methyl-3-heptenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl (E,5R,6R,2S)-5,7-bis(benzyloxy)-6-<(methylsulfonyl)oxy>-2-methyl-3-heptenoate

There total 8 articles about Methyl (E,5R,6R,2S)-5,7-bis(benzyloxy)-6-<(methylsulfonyl)oxy>-2-methyl-3-heptenoate 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: 85.0%

methylmagnesium chloride (676-58-4) + (E)-(4S,5R,6R)-5,7-Bis-benzyloxy-4,6-bis-methanesulfonyloxy-hept-2-enoic acid methyl ester (104778-68-9) → Methyl (E,5R,6R,2S)-5,7-bis(benzyloxy)-6-<(methylsulfonyl)oxy>-2-methyl-3-heptenoate (104778-76-9)

Guidance literature:

With copper(II) bis(trifluoromethanesulfonate); lithium chloride; zinc(II) chloride; In tetrahydrofuran; diethyl ether; at 0 ℃; for 1h;

DOI:10.1016/S0040-4039(00)60534-8

Reference yield:

(E)-(4S,5R,6R)-5,7-Bis-benzyloxy-4,6-bis-methanesulfonyloxy-hept-2-enoic acid methyl ester (104778-68-9) + Me2CuLi*2BF3 → Methyl (E,5R,6R,2S)-5,7-bis(benzyloxy)-6-<(methylsulfonyl)oxy>-2-methyl-3-heptenoate (104778-76-9) + (E)-(2R,5S,6S)-5,7-Bis-benzyloxy-6-methanesulfonyloxy-2-methyl-hept-3-enoic acid methyl ester

Guidance literature:

In tetrahydrofuran; diethyl ether; at -78 ℃; for 0.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/ja00283a054

Reference yield:

(E)-(4S,5R,6R)-5,7-Bis-benzyloxy-4,6-bis-methanesulfonyloxy-hept-2-enoic acid methyl ester (104778-68-9) + C2H6Cu(1-)*2AlCl3*Li(1+) → Methyl (E,5R,6R,2S)-5,7-bis(benzyloxy)-6-<(methylsulfonyl)oxy>-2-methyl-3-heptenoate (104778-76-9) + (E)-(2R,5S,6S)-5,7-Bis-benzyloxy-6-methanesulfonyloxy-2-methyl-hept-3-enoic acid methyl ester

Guidance literature:

In tetrahydrofuran; diethyl ether; at -78 ℃; for 0.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/ja00283a054

upstream raw materials:

methyllithium

(E)-(4S,5R,6R)-5,7-Bis-benzyloxy-4,6-bis-methanesulfonyloxy-hept-2-enoic acid methyl ester

methylmagnesium chloride