(2R,4S)-2-(benzyloxy)-4-((S)-1,2-bis(benzyloxy)ethyl)-3,3-difluoropentane-1,5-diol

Base Information

• Chemical Name: (2R,4S)-2-(benzyloxy)-4-((S)-1,2-bis(benzyloxy)ethyl)-3,3-difluoropentane-1,5-diol
• CAS No.: 1159099-77-0
• Molecular Formula: C₂₈H₃₂F₂O₅
• Molecular Weight: 486.556
• Mol file: 1159099-77-0.mol

Synonyms:(2R,4S)-2-(benzyloxy)-4-((S)-1,2-bis(benzyloxy)ethyl)-3,3-difluoropentane-1,5-diol

Chemical Property of (2R,4S)-2-(benzyloxy)-4-((S)-1,2-bis(benzyloxy)ethyl)-3,3-difluoropentane-1,5-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4S)-2-(benzyloxy)-4-((S)-1,2-bis(benzyloxy)ethyl)-3,3-difluoropentane-1,5-diol

There total 1 articles about (2R,4S)-2-(benzyloxy)-4-((S)-1,2-bis(benzyloxy)ethyl)-3,3-difluoropentane-1,5-diol 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: 42.0%

((2S,3S,E)-4,4-difluoro-3-vunyloct-6-ene-1,2,5-triyl)tris(oxy)tris(methylene)tribenzene (1159099-76-9) → (2S,4S)-2-(benzyloxy)-4-((S)-1,2-bis(benzyloxy)ethyl)-3,3-difluoropentane-1,5-diol (1159099-78-1) + (2R,4S)-2-(benzyloxy)-4-((S)-1,2-bis(benzyloxy)ethyl)-3,3-difluoropentane-1,5-diol (1159099-77-0)

Guidance literature:

((2S,3S,E)-4,4-difluoro-3-vunyloct-6-ene-1,2,5-triyl)tris(oxy)tris(methylene)tribenzene; With ozone; In methanol; dichloromethane; at -78 ℃;

With sodium tetrahydroborate; In methanol; dichloromethane; for 1h;

With water; ammonium chloride; In methanol; dichloromethane;

DOI:10.1016/j.tet.2009.02.079

Reference yield: 84.0%

(2R,4S)-2-(benzyloxy)-4-((S)-1,2-bis(benzyloxy)ethyl)-3,3-difluoropentane-1,5-diol (1159099-77-0) + benzylamine (100-46-9) → (3R,5S)-1-benzyl-3-(benzyloxy)-5-((S)-1,2-bis(benzyloxy)ethyl)-4,4-difluoropiperidine (1159099-79-2)

Guidance literature:

(2R,4S)-2-(benzyloxy)-4-((S)-1,2-bis(benzyloxy)ethyl)-3,3-difluoropentane-1,5-diol; With dmap; methanesulfonyl chloride; triethylamine; In dichloromethane; at 0 - 20 ℃;

benzylamine; at 80 ℃; for 18h;

DOI:10.1016/j.tet.2009.02.079

Reference yield: 65.0%

(2R,4S)-2-(benzyloxy)-4-((S)-1,2-bis(benzyloxy)ethyl)-3,3-difluoropentane-1,5-diol (1159099-77-0) + N-butylamine (109-73-9,85404-21-3) → (3R,5S)3-(benzyloxy)-5-((S)-1,2-bis(benzyloxy)ethyl)-1-butyl-4,4-difluoropiperidine (1159099-81-6)

Guidance literature:

(2R,4S)-2-(benzyloxy)-4-((S)-1,2-bis(benzyloxy)ethyl)-3,3-difluoropentane-1,5-diol; With dmap; methanesulfonyl chloride; triethylamine; In dichloromethane; at 0 - 20 ℃;

N-butylamine; for 18h; Reflux;

DOI:10.1016/j.tet.2009.02.079

upstream raw materials:

((2S,3S,E)-4,4-difluoro-3-vunyloct-6-ene-1,2,5-triyl)tris(oxy)tris(methylene)tribenzene

Downstream raw materials:

2-((3R,5S)-3-(benzyloxy)-5-((S)-1,2-bis(benzyloxy)ethyl)-4,4-difluoropiperidin-1-yl)ethanol

(3R,5S)3-(benzyloxy)-5-((S)-1,2-bis(benzyloxy)ethyl)-1-butyl-4,4-difluoropiperidine

(3R,5S)-1-benzyl-3-(benzyloxy)-5-((S)-1,2-bis(benzyloxy)ethyl)-4,4-difluoropiperidine