1-BOC-4-AMINO-PIPERIDINE-4-METHANOL

Base Information

• Chemical Name: 1-BOC-4-AMINO-PIPERIDINE-4-METHANOL
• CAS No.: 203186-96-3
• Molecular Formula: C11H22N2O3
• Molecular Weight: 230.307
• Hs Code.: 2933399990
• Mol file: 203186-96-3.mol

Synonyms:1-BOC-4-Amino-piperidine-4-methanol;4-amino-4-hydroxymethylpiperidine-1-carboxylic acid tert-butyl ester;

Chemical Property of 1-BOC-4-AMINO-PIPERIDINE-4-METHANOL

Chemical Property:

• Boiling Point: 335.3±27.0 °C(Predicted)
• PKA: 14.94±0.10(Predicted)
• PSA: 75.79000
• Density: 1.100±0.06 g/cm3(Predicted)
• LogP: 1.34530
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

97% ^*data from raw suppliers

1-Boc-4-amino-4-(hydroxymethyl)piperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-BOC-4-AMINO-PIPERIDINE-4-METHANOL

There total 4 articles about 1-BOC-4-AMINO-PIPERIDINE-4-METHANOL 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: 94.0%

4-amino-1-(tert-butoxycarbonyl)piperidine-4-carboxylic acid (183673-71-4) → tert-butyl 4-amino-4-(hydroxymethyl)piperidine-1-carboxylate (203186-96-3)

Guidance literature:

4-amino-1-(tert-butoxycarbonyl)piperidine-4-carboxylic acid; With sodium tetrahydroborate; iodine; In tetrahydrofuran; at 0 ℃; for 18h; Inert atmosphere; Reflux;

With potassium hydroxide; In water; at 20 ℃; for 4h;

DOI:10.1021/acs.orglett.5b00618

Reference yield:

4-aminopiperidine-1,4-dicarboxylic acid-1-tert-butyl ester-4-ethyl ester (1187321-32-9) → tert-butyl 4-amino-4-(hydroxymethyl)piperidine-1-carboxylate (203186-96-3)

Guidance literature:

4-aminopiperidine-1,4-dicarboxylic acid-1-tert-butyl ester-4-ethyl ester; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 5 ℃; for 0.75h;

With ethyl acetate; In tetrahydrofuran; at 0 - 5 ℃; for 0.25h;

Reference yield:

1-(tert-butoxycarbonyl)-4-(ethoxycarbonyl)piperidine-4-carboxylic acid (1093214-64-2) → tert-butyl 4-amino-4-(hydroxymethyl)piperidine-1-carboxylate (203186-96-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: diphenyl phosphoryl azide; triethylamine / toluene / 0.75 h / 20 °C

1.2: 20 h / 80 °C

2.1: hydrogen / 5%-palladium/activated carbon / ethanol / 2.25 h

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.75 h / 0 - 5 °C

3.2: 0.25 h / 0 - 5 °C

With lithium aluminium tetrahydride; diphenyl phosphoryl azide; hydrogen; triethylamine; 5%-palladium/activated carbon; In tetrahydrofuran; ethanol; toluene;

upstream raw materials:

4-aminopiperidine-1,4-dicarboxylic acid-1-tert-butyl ester-4-ethyl ester

4-amino-1-(tert-butoxycarbonyl)piperidine-4-carboxylic acid

1-(tert-butoxycarbonyl)-4-(ethoxycarbonyl)piperidine-4-carboxylic acid

4-benzyloxycarbonylaminopiperidine-1,4-dicarboxylic acid-1-tert-butyl ester-4-ethyl ester

Downstream raw materials:

tert-butyl 4-(benzyloxycarbonylamino)-4-(hydroxymethyl)piperidine-1-carboxylate

(4-fluoromethylpiperidin-4-yl)carbamic acid benzyl ester

tert-butyl 4-(benzyloxycarbonylamino)-4-(fluoromethyl)piperidine-1-carboxylate