tert-butyl 4-hydroxy-4-vinylpiperidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 4-hydroxy-4-vinylpiperidine-1-carboxylate
• CAS No.: 371975-46-1
• Molecular Formula: C12H21NO3
• Molecular Weight: 227.30004
• Mol file: 371975-46-1.mol

Synonyms:tert-butyl 4-hydroxy-4-vinylpiperidine-1-carboxylate

Chemical Property of tert-butyl 4-hydroxy-4-vinylpiperidine-1-carboxylate

Chemical Property:

• PSA: 49.77000
• LogP: 1.87230

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl4-hydroxy-4-vinylpiperidine-1-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-butyl 4-hydroxy-4-vinylpiperidine-1-carboxylate

There total 1 articles about tert-butyl 4-hydroxy-4-vinylpiperidine-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: 98.0%

vinyl magnesium bromide (1826-67-1) + N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → 4-ethenyl-4-hydroxypiperidine-1-carboxylic acid 1,1-dimethylethyl ester (371975-46-1)

Guidance literature:

In tetrahydrofuran; diethyl ether; at -5 - 20 ℃;

DOI:10.1007/s00706-004-0163-0

Reference yield:

3-(4-bromobenzyl)-2-ethyl-5,7-dimethylpyrazolo[1,5-a]pyrimidine (1401728-63-9) + 4-ethenyl-4-hydroxypiperidine-1-carboxylic acid 1,1-dimethylethyl ester (371975-46-1) → C29H38N4O3 (1401728-93-5)

Guidance literature:

With bis(tri-t-butylphosphine)palladium ⁽⁰⁾; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; at 130 ℃; for 0.166667h; Inert atmosphere; Microwave irradiation;

Reference yield:

4-ethenyl-4-hydroxypiperidine-1-carboxylic acid 1,1-dimethylethyl ester (371975-46-1) → tert-butyl 4-(((2,4-dinitrophenoxy)(methyl)carbamoyl)oxy)-4-vinylpiperidine-1-carboxylate

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine; dmap / 40 °C

1.2: 48 h / 40 °C

2.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C / Schlenk technique; Inert atmosphere

2.2: 0 - 20 °C / Schlenk technique; Inert atmosphere

With pyridine; dmap; sodium hydride; In tetrahydrofuran;

DOI:10.1021/jacs.6b04920

upstream raw materials:

vinyl magnesium bromide

N-tert-butyloxycarbonylpiperidin-4-one

Downstream raw materials:

C₂₉H₃₈N₄O₃