3-Fluoro-4-methylene-1-piperidinecarboxylic acid tert-butyl ester

Base Information

• Chemical Name: 3-Fluoro-4-methylene-1-piperidinecarboxylic acid tert-butyl ester
• CAS No.: 882033-92-3
• Molecular Formula: C₁₁H₁₈FNO₂
• Molecular Weight: 215.268
• Hs Code.: 2933399090
• Mol file: 882033-92-3.mol

Synonyms:3-Fluoro-4-methylene-1-piperidinecarboxylic acid tert-butyl ester;tert-butyl 3-fluoro-4-Methylidenepiperidine-1-carboxylate;1-Boc-3-fluoro-4-Methylenepiperidine

Chemical Property of 3-Fluoro-4-methylene-1-piperidinecarboxylic acid tert-butyl ester

Chemical Property:

• Boiling Point: 261℃
• PKA: -3.44±0.40(Predicted)
• Flash Point: 111℃
• PSA: 29.54000
• Density: 1.06
• LogP: 2.45940
• Storage Temp.: 2-8°C

Purity/Quality:

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

tert-Butyl3-fluoro-4-methylenepiperidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Fluoro-4-methylene-1-piperidinecarboxylic acid tert-butyl ester

There total 4 articles about 3-Fluoro-4-methylene-1-piperidinecarboxylic acid 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: 89.0%

3-fluoro-4-hydroxy-4-trimethylsilanylmethyl-piperidine-1-carboxylic acid tert-butyl ester (882033-91-2) → tert-butyl 1-[3-fluoro-4-methylenepiperidin-1-yl]carboxylate (882033-92-3)

Guidance literature:

With potassium hydride; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1016/j.bmcl.2005.11.104

Reference yield: 69.0%

tert-butyl-3-fluoro-4-oxopiperidine-1-carboxylate (211108-50-8) → tert-butyl 1-[3-fluoro-4-methylenepiperidin-1-yl]carboxylate (882033-92-3)

Guidance literature:

With n-butyllithium; Methyltriphenylphosphonium bromide; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2020.127625

Reference yield: 65.0%

Methyltriphenylphosphonium bromide (1779-49-3) + tert-butyl-3-fluoro-4-oxopiperidine-1-carboxylate (211108-50-8) → tert-butyl 1-[3-fluoro-4-methylenepiperidin-1-yl]carboxylate (882033-92-3)

Guidance literature:

Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 2h;

tert-butyl-3-fluoro-4-oxopiperidine-1-carboxylate; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1016/j.ejmech.2012.04.011

upstream raw materials:

3-fluoro-4-hydroxy-4-trimethylsilanylmethyl-piperidine-1-carboxylic acid tert-butyl ester

tert-butyl-3-fluoro-4-oxopiperidine-1-carboxylate

Methyltriphenylphosphonium bromide

N-tert-butyloxycarbonylpiperidin-4-one

Downstream raw materials:

tert-butyl 3-fluoro-4-{[(methylsulfonyl)oxy]methyl}piperidine-1-carboxylate

tert-butyl 3-fluoro-4-(hydroxymethyl)piperidine-1-carboxylate

Refernces

• 1、 -. "Bridged Spiro[2.4]heptane Ester Derivatives". Paragraph 0565. . Retrieved 2013/09/12.
• 2、 -. "BRIDGED SPIRO[2.4]HEPTANE ESTER DERIVATIVES". Page/Page column 66. . Retrieved 2012/06/01.