Tert-Butyl6-bromo-4H-spiro[benzo[d][1,3]dioxine-2,4'-piperidine]-1'-carboxylate

Base Information

• Chemical Name: Tert-Butyl6-bromo-4H-spiro[benzo[d][1,3]dioxine-2,4'-piperidine]-1'-carboxylate
• CAS No.: 895525-73-2
• Molecular Formula: C17H22BrNO4
• Molecular Weight: 384.27
• Mol file: 895525-73-2.mol

Synonyms:Tert-Butyl6-bromo-4H-spiro[benzo[d][1,3]dioxine-2,4'-piperidine]-1'-carboxylate;Spiro[4H-1,3-benzodioxin-2,4'-piperidine]-1'-carboxylic acid, 6-bromo-, 1,1-dimethylethyl ester

Chemical Property of Tert-Butyl6-bromo-4H-spiro[benzo[d][1,3]dioxine-2,4'-piperidine]-1'-carboxylate

Chemical Property:

• Boiling Point: 474.441 °C at 760 mmHg
• Flash Point: 240.734 °C
• PSA: 48.00000
• Density: 1.434 g/cm³
• LogP: 4.02320
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl 6-bromo-4H-spiro[benzo[d][1,3]-dioxine-2,4'-piperidine]-1'-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Tert-Butyl6-bromo-4H-spiro[benzo[d][1,3]dioxine-2,4'-piperidine]-1'-carboxylate

There total 2 articles about Tert-Butyl6-bromo-4H-spiro[benzo[d][1,3]dioxine-2,4'-piperidine]-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: 60.0%

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) + 5-bromo-2-hydroxybenzyl alcohol (2316-64-5) → tert-butyl 6-bromo-1'H,4H-spiro[1,3-benzodioxine-2,4'-piperidine]-1'-carboxylate (895525-73-2)

Guidance literature:

With toluene-4-sulfonic acid; In chloroform; for 18h; Reflux;

Reference yield:

→ tert-butyl 6-bromo-1'H,4H-spiro[1,3-benzodioxine-2,4'-piperidine]-1'-carboxylate (895525-73-2)

Guidance literature:

Reference yield: 64.0%

tert-butyl 6-bromo-1'H,4H-spiro[1,3-benzodioxine-2,4'-piperidine]-1'-carboxylate (895525-73-2) + 3,4,5-trimethoxyphenyl acetic acid (951-82-6) + 3-aminophenylboronic acid pinacolate (210907-84-9) → tert-butyl 6-(3-{[(3,4,5-trimethoxyphenyl)acetyl]amino}phenyl)-1'H,4H-spiro[1,3-benzodioxine-2,4'-piperidine]-1'-carboxylate (895526-12-2)

Guidance literature:

3,4,5-trimethoxyphenyl acetic acid; 3-aminophenylboronic acid pinacolate; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; at 20 ℃;

tert-butyl 6-bromo-1'H,4H-spiro[1,3-benzodioxine-2,4'-piperidine]-1'-carboxylate; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate; In 1,2-dimethoxyethane; water; at 130 ℃; for 0.333333h; microwave irradiation;

upstream raw materials:

N-tert-butyloxycarbonylpiperidin-4-one

5-bromo-2-hydroxybenzyl alcohol

Downstream raw materials:

3-[1'-(tert-butoxycarbonyl)-4H-spiro[1,3-benzodioxine-2,4'-piperidin]-6-yl]benzoic acid

tert-butyl 6-(3-aminophenyl)-1'H,4H-spiro[1,3-benzodioxine-2,4'-piperidine]-1'-carboxylate

tert-butyl 6-(3-amino-4-methoxyphenyl)-1'H,4H-spiro[1,3-benzodioxine-2,4'-piperidine]-1'-carboxylate

tert-butyl 6-(3-{[(3,4,5-trimethoxyphenyl)acetyl]amino}phenyl)-1'H,4H-spiro[1,3-benzodioxine-2,4'-piperidine]-1'-carboxylate