(2S,3R,4R)-1-(4-fluorophenethyl)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)piperidine

Base Information

• Chemical Name: (2S,3R,4R)-1-(4-fluorophenethyl)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)piperidine
• CAS No.: 1421782-09-3
• Molecular Formula: C₃₅H₃₈FNO₃
• Molecular Weight: 539.69
• Mol file: 1421782-09-3.mol

Synonyms:(2S,3R,4R)-1-(4-fluorophenethyl)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)piperidine

Chemical Property of (2S,3R,4R)-1-(4-fluorophenethyl)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)piperidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R,4R)-1-(4-fluorophenethyl)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)piperidine

There total 2 articles about (2S,3R,4R)-1-(4-fluorophenethyl)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)piperidine 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: 81.0%

(2R,3S,4R)-1,3,4-tris(benzyloxy)hexane-2,5-diethylsulfonate (1421782-03-7) + 4-fluoro-2-phenethylamine (1583-88-6) → (2S,3R,4R)-1-(4-fluorophenethyl)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)piperidine (1421782-09-3)

Guidance literature:

at 80 - 90 ℃;

DOI:10.1016/j.ejmech.2014.03.004

Reference yield:

(3R,4R,5R)-3,4,6-tris(benzyloxy)hexane-1,5-diol (911141-03-2) → (2S,3R,4R)-1-(4-fluorophenethyl)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)piperidine (1421782-09-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 0.08 h / 0 °C / Molecular sieve

1.2: 3 h / 0 °C

2.1: 80 - 90 °C

With triethylamine; In dichloromethane;

DOI:10.1016/j.ejmech.2014.03.004

Reference yield: 71.0%

(2S,3R,4R)-1-(4-fluorophenethyl)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)piperidine (1421782-09-3) → (2S,3R,4R)-1-(4-fluorophenethyl)-2-(hydroxymethyl)piperidine-3,4-diol (1421781-98-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; trifluoroacetic acid; In methanol; at 20 ℃; for 48h; under 3800.26 Torr;

DOI:10.1016/j.ejmech.2014.03.004

upstream raw materials:

(2R,3S,4R)-1,3,4-tris(benzyloxy)hexane-2,5-diethylsulfonate

4-fluoro-2-phenethylamine

(3R,4R,5R)-3,4,6-tris(benzyloxy)hexane-1,5-diol

Downstream raw materials:

(2S,3R,4R)-1-(4-fluorophenethyl)-2-(hydroxymethyl)piperidine-3,4-diol