tert-butyl N-[(3S,4R)-3-fluoropiperidin-4-yl]carbamate

Base Information

• Chemical Name: tert-butyl N-[(3S,4R)-3-fluoropiperidin-4-yl]carbamate
• CAS No.: 1434126-99-4
• Molecular Formula: C₁₀H₁₉FN₂O₂
• Molecular Weight: 218.271
• Mol file: 1434126-99-4.mol

Synonyms:tert-butyl N-[(3S,4R)-3-fluoropiperidin-4-yl]carbamate;(3S,4R)-4-(Boc-amino)-3-fluoropiperidine;tert-Butyl ((3S,4R)-3-fluoropiperidin-4-yl)carbamate

Chemical Property of tert-butyl N-[(3S,4R)-3-fluoropiperidin-4-yl]carbamate

Chemical Property:

• Boiling Point: 313.3±42.0 °C(Predicted)
• PKA: 11.24±0.40(Predicted)
• Density: 1.08±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

99%, ^*data from raw suppliers

tert-Butyl N-[(3S,4R)-3-fluoropiperidin-4-yl]carbamate 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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Technology Process of tert-butyl N-[(3S,4R)-3-fluoropiperidin-4-yl]carbamate

There total 8 articles about tert-butyl N-[(3S,4R)-3-fluoropiperidin-4-yl]carbamate 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:

benzyl 4-((tert-butoxycarbonyl)amino)-3-fluoropiperidine-1-carboxylate → tert-butyl (3-fluoropiperidin-4-yl)carbamate (1434126-99-4,1523530-29-1,1630815-57-4,1268521-83-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; for 14h;

Reference yield:

tert-butyl ((3R,4S)-1-benzyl-3-fluoropiperidin-4-yl)-carbamate → tert-butyl N-[(3R,4S)-3-fluoropiperidin-4-yl]carbamate (1434126-99-4,1523530-29-1,1630815-57-4,1268521-83-0)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In ethanol; at 65 ℃; for 0.416667h;

DOI:10.1021/acs.oprd.0c00029

Reference yield:

3-fluoro-pyridin-4-ylamine (2247-88-3) → tert-butyl N-[(3R,4S)-3-fluoropiperidin-4-yl]carbamate (1434126-99-4,1523530-29-1,1630815-57-4,1268521-83-0)

Guidance literature:

Multi-step reaction with 5 steps

1: acetonitrile / 2.25 h / 45 °C / Inert atmosphere; Large scale

2: acetonitrile / 18 h / Inert atmosphere; Large scale

3: sodium tetrahydroborate / methanol; tert-butyl methyl ether / 42 h / -5 °C / Inert atmosphere; Large scale

4: hydrogen; [((S)-BINAP)RuCl₂](MeCN)₂ / methanol / 80 °C

5: hydrogen; 5%-palladium/activated carbon / ethanol / 0.42 h / 65 °C

With sodium tetrahydroborate; 5%-palladium/activated carbon; hydrogen; [((S)-BINAP)RuCl₂](MeCN)₂; In methanol; ethanol; tert-butyl methyl ether; acetonitrile;

DOI:10.1021/acs.oprd.0c00029

upstream raw materials:

3-fluoro-pyridin-4-ylamine

tert-butyl (3-fluoropyridin-4-yl)carbamate

di-tert-butyl dicarbonate

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