tert-butyl 4-(1-fluoro-2-hydroxyethyl)piperidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 4-(1-fluoro-2-hydroxyethyl)piperidine-1-carboxylate
• CAS No.: 858342-22-0
• Molecular Formula: C₁₂H₂₂FNO₃
• Molecular Weight: 247.31
• Mol file: 858342-22-0.mol

Synonyms:tert-butyl 4-(1-fluoro-2-hydroxyethyl)piperidine-1-carboxylate;tert-Butyl 4-[(1R)-1-fluoro-2-hydroxyethyl]piperidine-1-carboxylat;tert-butyl 4-[(1R)-1-fluoro-2-hydroxyethyl]piperidine-1-carboxylate

Chemical Property of tert-butyl 4-(1-fluoro-2-hydroxyethyl)piperidine-1-carboxylate

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 4-(1-fluoro-2-hydroxyethyl)piperidine-1-carboxylate

There total 5 articles about tert-butyl 4-(1-fluoro-2-hydroxyethyl)piperidine-1-carboxylate 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%

tert-butyl 4-(formylmethyl)piperidine-1-carboxylate → tert-butyl (R)-4-(1-fluoro-2-hydroxyethyl)piperidine-1-carboxylate (858342-22-0)

Guidance literature:

tert-butyl 4-(formylmethyl)piperidine-1-carboxylate; With (R)-5-benzyl-2,2,3-trimethylimidazolidin-4-one DCA salt; N-fluorobis(benzenesulfon)imide; In tetrahydrofuran; isopropyl alcohol; at -10 ℃; for 12h;

With sodium tetrahydroborate; In ethanol; dichloromethane; for 0.5h;

DOI:10.1021/ja051805f

Reference yield:

(S)-tert-butyl 4-(1-fluoro-2-oxoethyl)piperidine-1-carboxylate → (S)-tert-butyl 4-(1-fluoro-2-hydroxyethyl)piperidine-1-carboxylate (1280608-32-3,858342-22-0)

Guidance literature:

With sodium tetrahydroborate; In dichloromethane; optical yield given as %ee;

DOI:10.1016/j.bmcl.2011.01.088

Reference yield:

tert-butyl 4-(formylmethyl)piperidine-1-carboxylate (142374-19-4) → (S)-tert-butyl 4-(1-fluoro-2-hydroxyethyl)piperidine-1-carboxylate (1280608-32-3,858342-22-0)

Guidance literature:

Multi-step reaction with 2 steps

1: (5S)-5-benzyl-2,2,3-trimethylimidazolidin-4-one; N-fluorobis(benzenesulfon)imide / tetrahydrofuran; isopropyl alcohol / -15 °C

2: sodium tetrahydroborate / dichloromethane

With sodium tetrahydroborate; (5S)-5-benzyl-2,2,3-trimethylimidazolidin-4-one; N-fluorobis(benzenesulfon)imide; In tetrahydrofuran; dichloromethane; isopropyl alcohol;

DOI:10.1016/j.bmcl.2011.01.088

upstream raw materials:

tert-butyl 4-(formylmethyl)piperidine-1-carboxylate