2-Piperidinemethanol,4-fluoro-5-hydroxy-,[2R-(2alpha,4alpha,5beta)]-(9CI)

Base Information

• Chemical Name: 2-Piperidinemethanol,4-fluoro-5-hydroxy-,[2R-(2alpha,4alpha,5beta)]-(9CI)
• CAS No.: 158955-59-0
• Molecular Formula: C₆H₁₂FNO₂
• Molecular Weight: 149.165
• Mol file: 158955-59-0.mol

Synonyms:2-Piperidinemethanol,4-fluoro-5-hydroxy-,[2R-(2alpha,4alpha,5beta)]-(9CI)

Chemical Property of 2-Piperidinemethanol,4-fluoro-5-hydroxy-,[2R-(2alpha,4alpha,5beta)]-(9CI)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Piperidinemethanol,4-fluoro-5-hydroxy-,[2R-(2alpha,4alpha,5beta)]-(9CI)

There total 8 articles about 2-Piperidinemethanol,4-fluoro-5-hydroxy-,[2R-(2alpha,4alpha,5beta)]-(9CI) 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: 84.0%

(2R,3S,5R)-2-benzyloxy-3-fluoro-5-hydroxymethyl-N-benzyloxypiperidine (173937-53-6) → 1,3,4-trideoxy-3-fluoro-5-epi-mannojirimycin (158955-59-0,158955-60-3,158955-58-9,158955-61-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In trifluoroacetic acid; for 24h; under 3040 Torr; Ambient temperature;

DOI:10.1016/0040-4020(95)00859-7

Reference yield: 77.0%

(2R,3S,5S)-2-benzyloxy-3-fluoro-5-hydroxymethyl-N-benzyloxypiperidine (173937-52-5) → 1,3,4-trideoxy-3-fluoromannojirimycin (158955-59-0,158955-60-3,158955-58-9,158955-61-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In trifluoroacetic acid; for 24h; under 3040 Torr; Ambient temperature;

DOI:10.1016/0040-4020(95)00859-7

Reference yield:

(2R,3S)-N-1-(2-benzyloxy-3-fluoro-5-hexenyl)-O-benzylhydroxylamine (173937-48-9) → 1,3,4-trideoxy-3-fluoro-5-epi-mannojirimycin (158955-59-0,158955-60-3,158955-58-9,158955-61-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) mercury(II) trifluoroacetate; 2.) NaHCO₃, KCl; 3.) sodium borohydride, O₂ / 1.) THF, rt, 2 h; 2.) THF/water, rt, 2 h; 3.) perfluorotributylamine/hexafluoroisopropanol, rt, 10 min

2: 84 percent / hydrogen / 10percent Pd/C / trifluoroacetic acid / 24 h / 3040 Torr / Ambient temperature

With sodium tetrahydroborate; potassium chloride; hydrogen; oxygen; mercury(II) trifluoroacetate; sodium hydrogencarbonate; palladium on activated charcoal; In trifluoroacetic acid;

DOI:10.1016/0040-4020(95)00859-7

upstream raw materials:

(2S,3S,5R)-2-benzyloxy-3-fluoro-5-hydroxymethyl-N-benzyloxypiperidine

(2S,3S,5S)-2-benzyloxy-3-fluoro-5-hydroxymethyl-N-benzyloxypiperidine

(2R,3S,5R)-2-benzyloxy-3-fluoro-5-hydroxymethyl-N-benzyloxypiperidine

(2R,3S)-N-1-(2-benzyloxy-3-fluoro-5-hexenyl)-O-benzylhydroxylamine