METHYL 4-AMINOMETHYL-1-BOC-PIPERIDINE-4-CARBOXYLATE

Base Information

• Chemical Name: METHYL 4-AMINOMETHYL-1-BOC-PIPERIDINE-4-CARBOXYLATE
• CAS No.: 362703-35-3
• Molecular Formula: C13H24N2O4
• Molecular Weight: 272.345
• Hs Code.: 2933399090
• Mol file: 362703-35-3.mol

Synonyms:Methyl 4-aminomethyl-1-Boc-piperidine-4-carboxylate;1-O-tert-butyl 4-O-methyl 4-(aminomethyl)piperidine-1,4-dicarboxylate;

Chemical Property of METHYL 4-AMINOMETHYL-1-BOC-PIPERIDINE-4-CARBOXYLATE

Chemical Property:

• Vapor Pressure: 3.55E-05mmHg at 25°C
• Refractive Index: 1.486
• Boiling Point: 353.6 °C at 760 mmHg
• Flash Point: 167.7 °C
• PSA: 81.86000
• Density: 1.109g/cm³
• LogP: 1.77360
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

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

Methyl1-Boc-4-aminomethylpiperidine-4-carboxylate 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of METHYL 4-AMINOMETHYL-1-BOC-PIPERIDINE-4-CARBOXYLATE

There total 8 articles about METHYL 4-AMINOMETHYL-1-BOC-PIPERIDINE-4-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: 81.0%

1-tert-butyl 4-methyl 4-cyanopiperidine-1,4-dicarboxylate (362703-34-2) → 1-tert-butyl 4-methyl 4-(aminomethyl)piperidine-1,4-dicarboxylate (362703-35-3)

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethyl acetate; for 2h; under 2585.81 Torr;

Reference yield:

Bis-(2-bromo-ethyl)-carbamic acid tert-butyl ester (159635-50-4) → 1-tert-butyl 4-methyl 4-(aminomethyl)piperidine-1,4-dicarboxylate (362703-35-3)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / tetrahydrofuran

2: H₂; aq. HCl / PtO₂ / methanol

With hydrogenchloride; hydrogen; sodium hydride; platinum(IV) oxide; In tetrahydrofuran; methanol;

DOI:10.1016/j.bmcl.2006.02.015

Reference yield:

4-cyanopiperidine (4395-98-6) → 1-tert-butyl 4-methyl 4-(aminomethyl)piperidine-1,4-dicarboxylate (362703-35-3)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / dichloromethane / 0 - 20 °C

2: lithium diisopropyl amide / tetrahydrofuran / -78 - 20 °C

3: methanol / 20 °C

4: platinum(IV) oxide; hydrogen / acetic acid / 20 °C

With platinum(IV) oxide; hydrogen; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; acetic acid;

DOI:10.1016/j.bmcl.2011.07.087

upstream raw materials:

1-tert-butyl 4-methyl 4-cyanopiperidine-1,4-dicarboxylate

Bis-(2-bromo-ethyl)-carbamic acid tert-butyl ester

4-cyanopiperidine

1-(tert-butyl) 4-ethyl 4-cyanopiperidine-1,4-dicarboxylate

Downstream raw materials:

4-{[4-(2-methyl-quinolin-4-ylmethoxy)-benzoylamino]-methyl}-piperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-methyl ester

C₂₅H₃₂N₂O₆

C₂₅H₃₂N₂O₆

C₂₅H₃₂N₂O₆

Refernces

• 1、 Woo, Hyun Min,Lee, Yun Suk,Roh, Eun Joo,Seo, Seon Hee,Song, Chi Man,Chung, Hye Jin,Pae, Ae Nim,Shin, Kye Jung. "Synthesis and biological evaluation of 4-piperidinecarboxylate and 4-piperidinecyanide derivatives for T-type calcium channel blockers". scheme or table. p. 5910 - 5915. Retrieved 2011/10/09.
• 2、 -. "Beta-amino acid derivatives as inhibitors of matrix metalloproteases and TNF-alpha". Page/Page column 47. . Retrieved 2010/11/30.