3-Fluoro-1,3-piperidinedicarboxylic acid 1-tert-butyl ester

Base Information

• Chemical Name: 3-Fluoro-1,3-piperidinedicarboxylic acid 1-tert-butyl ester
• CAS No.: 934342-39-9
• Molecular Formula: C11H18FNO4
• Molecular Weight: 247.267
• Hs Code.: 2933399090
• Mol file: 934342-39-9.mol

Synonyms:3-Fluoro-1,3-piperidinedicarboxylic acid 1-tert-butyl ester;1-Boc-3-fluoropiperidine-3-carboxylic Acid;1-Boc-3-fluoropiperidine-...;1-Boc-3-fluoropiperidine-3-Carbocylic acid;3-fluoro-1-[(2-methylpropan-2-yl)oxycarbonyl]piperidine-3-carboxylic acid

Chemical Property of 3-Fluoro-1,3-piperidinedicarboxylic acid 1-tert-butyl ester

Chemical Property:

• Boiling Point: 346℃
• PKA: 2.41±0.20(Predicted)
• Flash Point: 163℃
• PSA: 66.84000
• Density: 1.22
• LogP: 1.74810
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Boc-3-fluoropiperidine-3-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Fluoro-1,3-piperidinedicarboxylic acid 1-tert-butyl ester

There total 2 articles about 3-Fluoro-1,3-piperidinedicarboxylic acid 1-tert-butyl 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:

3-fluoropiperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester (934342-31-1) → 1-(tert-butoxycarbonyl)-3-fluoropiperidine-3-carboxylic acid (934342-39-9)

Guidance literature:

3-fluoropiperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester; With water; sodium hydroxide; In methanol; at 20 ℃; for 2h;

With hydrogenchloride; In methanol; water;

Reference yield:

1-(tert-butyl) 3-methyl piperidine-1,3-dicarboxylate (148763-41-1) → 1-(tert-butoxycarbonyl)-3-fluoropiperidine-3-carboxylic acid (934342-39-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diisopropylamine; n-butyllithium / tetrahydrofuran / 0 °C

1.2: 20.25 h / 0 - 20 °C

2.1: sodium hydroxide; water / methanol / 2 h / 20 °C

With n-butyllithium; water; diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol;

Reference yield: 95.0%

1-(tert-butoxycarbonyl)-3-fluoropiperidine-3-carboxylic acid (934342-39-9) + 4-chloro-aniline (106-47-8) → tert-butyl 3-((4-chlorophenyl)carbamoyl)-3-fluoropiperidine-1-carboxylate

Guidance literature:

1-(tert-butoxycarbonyl)-3-fluoropiperidine-3-carboxylic acid; With oxalyl dichloride; N,N-dimethyl-formamide; In tetrahydrofuran; at 0 - 5 ℃; for 1h; Inert atmosphere;

4-chloro-aniline; With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 18h; Inert atmosphere;

upstream raw materials:

1-(tert-butyl) 3-methyl piperidine-1,3-dicarboxylate

3-fluoropiperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester

Downstream raw materials:

tert-butyl 3-fluoro-3-(hydroxymethyl)piperidine-1-carboxylate

Refernces

• 1、 -. "N-ACYL PYRIDINE BIARYL COMPOUNDS AND THEIR USES". . . Retrieved 2012/08/08.
• 2、 -. "HETEROARYL COMPOUNDS AS KINASE INHIBITORS". . . Retrieved 2011/04/14.