(2S,3S,5S)-1,5-bis(benzyloxy)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-methylpentan-2-ol

Base Information

• Chemical Name: (2S,3S,5S)-1,5-bis(benzyloxy)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-methylpentan-2-ol
• CAS No.: 1453285-82-9
• Molecular Formula: C₂₅H₃₄O₅
• Molecular Weight: 414.542
• Mol file: 1453285-82-9.mol

Synonyms:(2S,3S,5S)-1,5-bis(benzyloxy)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-methylpentan-2-ol

Chemical Property of (2S,3S,5S)-1,5-bis(benzyloxy)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-methylpentan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S,5S)-1,5-bis(benzyloxy)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-methylpentan-2-ol

There total 1 articles about (2S,3S,5S)-1,5-bis(benzyloxy)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-methylpentan-2-ol 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: 75.2%

(R)-4-((S)-1-(benzyloxy)-2-((2R,3R)-3-((benzyloxy)methyl)oxiran-2-yl)ethyl)-2,2-dimethyl-1,3-dioxolane (1453285-72-7) + methyllithium (917-54-4) → (2S,3S,5S)-1,5-bis(benzyloxy)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-methylpentan-2-ol (1453285-82-9) + (1S,3R,4S)-1,5-bis(benzyloxy)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-methylpentan-3-ol (1453285-83-0)

Guidance literature:

methyllithium; With copper(l) iodide; In diethyl ether; at -23 ℃; for 0.5h;

(R)-4-((S)-1-(benzyloxy)-2-((2R,3R)-3-((benzyloxy)methyl)oxiran-2-yl)ethyl)-2,2-dimethyl-1,3-dioxolane; In diethyl ether; at -40 ℃; for 4h; regioselective reaction;

DOI:10.1016/j.tet.2013.07.072

Reference yield:

(2S,3S,5S)-1,5-bis(benzyloxy)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-methylpentan-2-ol (1453285-82-9) + methanesulfonyl chloride (124-63-0) → C26H36O7S

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1016/j.tet.2013.07.072

upstream raw materials:

(R)-4-((S)-1-(benzyloxy)-2-((2R,3R)-3-((benzyloxy)methyl)oxiran-2-yl)ethyl)-2,2-dimethyl-1,3-dioxolane

methyllithium