N-[(3S,5S)-5-fluoro-3-piperidinyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: N-[(3S,5S)-5-fluoro-3-piperidinyl]-, 1,1-dimethylethyl ester
• CAS No.: 1593969-81-3
• Molecular Formula: C₁₀H₁₉FN₂O₂
• Molecular Weight: 218.271
• Mol file: 1593969-81-3.mol

Synonyms:

Chemical Property of N-[(3S,5S)-5-fluoro-3-piperidinyl]-, 1,1-dimethylethyl ester

Chemical Property:

• Boiling Point: 313.3±42.0 °C(Predicted)
• PKA: 11.68±0.40(Predicted)
• Density: 1.08±0.1 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

tert-ButylN-[(3S,5S)-5-fluoropiperidin-3-yl]carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: tert-Butyl N-[(3S,5S)-5-fluoropiperidin-3-yl]carbamate is used in the preparation of bisheterocyclic inhibitors of PAD4

Technology Process of N-[(3S,5S)-5-fluoro-3-piperidinyl]-, 1,1-dimethylethyl ester

There total 55 articles about N-[(3S,5S)-5-fluoro-3-piperidinyl]-, 1,1-dimethylethyl ester 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: 93.0%

tert-butyl ((3S,5S)-5-fluoro-1-(4-methoxybenzyl)piperidin-3-yl)carbamate (1611480-92-2) → tert-butyl N-[(3S,5S)-5-fluoropiperidin-3-yl]carbamate (1593969-81-3)

Guidance literature:

With piperidine; formic acid; palladium 10% on activated carbon; In methanol; water; at 55 ℃; for 1h; Inert atmosphere; Microwave irradiation;

DOI:10.1002/chem.201302423

Reference yield: 91.0%

tert-butyl (3S,5R)-5-fluoro-1-tritylpiperidin-3-ylcarbamate (1611480-91-1) → tert-butyl ((3S,5R)-5-fluoropiperidin-3-yl)carbamate (1405128-38-2,1593969-81-3)

Guidance literature:

With hydrogenchloride; In ethanol; water; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1002/chem.201302423

Reference yield: 85.0%

tert-butyl (3R,5S)-5-fluoro-1-tritylpiperidin-3-ylcarbamate (1611480-95-5) → tert-butyl (3R,5S)-5-fluoropiperidin-3-ylcarbamate (1363378-08-8,1593969-81-3)

Guidance literature:

With hydrogenchloride; In ethanol; water; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1002/chem.201302423

upstream raw materials:

(3S,5S)-benzyl 3-(tert-butoxycarbonylamino)-5-fluoropiperidine-1-carboxylate

methyl (2R,4R)-4-hydroxy-1-(4-methoxybenzyl)pyrrolidine-2-carboxylate

cis-hydroxy-D-proline

(2R,4R)-4-Hydroxy-pyrrolidine-2-carboxylic acid methyl ester

Downstream raw materials:

tert-butyl (3S,5S)-1-benzoyl-5-fluoropiperidin-3-ylcarbamate

((3S,5S)-3-amino-5-fluoropiperidin-1-yl)(phenyl)methanone

tert-butyl (3S,5S)-5-fluoro-1-(4-methoxybenzoyl)piperidin-3-ylcarbamate

((3S,5S)-3-amino-5-fluoropiperidin-1-yl)(4-methoxyphenyl)methanone

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