Benzyl 6-aminohexanoate

Base Information

• Chemical Name: Benzyl 6-aminohexanoate
• CAS No.: 5515-01-5
• Molecular Formula: C13H19NO2
• Molecular Weight: 221.299
• DSSTox Substance ID: DTXSID30392920
• Nikkaji Number: J1.356.826J
• Mol file: 5515-01-5.mol

Synonyms:Benzyl 6-aminohexanoate;5515-01-5;Benzyl6-aminohexanoate;benzyl epsilon-aminocaproate;SCHEMBL1005760;6-aminohexanoic acid benzyl ester;DTXSID30392920;HTJFVAIXONBPGF-UHFFFAOYSA-N;AKOS008967247;EN300-121484

Chemical Property of Benzyl 6-aminohexanoate

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 221.141578849
• Heavy Atom Count: 16
• Complexity: 188

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)CCCCCN

Technology Process of Benzyl 6-aminohexanoate

There total 8 articles about Benzyl 6-aminohexanoate 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: 100.0%

benzyl 6-(t-butoxycarbonylamino)hexanoate → benzyl 6-aminohexanoate (5515-01-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1016/j.bioorg.2021.104738

Reference yield: 99.6%

benzyl alcohol (100-51-6,185532-71-2) + 6-aminohexanoic acid (60-32-2,93208-38-9) → benzyl 6-aminohexanoate (5515-01-5)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 6h; Dean-Stark; Reflux;

DOI:10.1016/j.bmcl.2016.05.084

Reference yield: 94.0%

6-(tert-butoxycarbonylamino)hexanoic acid (6404-29-1) + benzoic acid (65-85-0,8013-63-6) → benzyl 6-aminohexanoate (5515-01-5)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane; at 23 ℃;

DOI:10.1016/j.bmcl.2017.07.014

upstream raw materials:

benzyl alcohol

6-aminohexanoic acid

6-(tert-butoxycarbonylamino)hexanoic acid

benzyl (6-amino)hexaneate hydrochloride

Downstream raw materials:

6-(N-acetyl-N-hydroxyamino)hexanoic acid benzyl ester

benzyl 6-((1R,2R,3S,5S)-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxamido)hexanoate trifluoroacetate salt

(1R,2R,3S,5S)-2-((6-(benzyloxy)-6-oxohexyl)carbamoyl)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl benzoate trifluoroacetate salt

6-((1R,2R,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxamido)hexanoic acid trifluoroacetate salt

Refernces

• 1、 Chakraborty, Debayan,Sarkar, Deblina,Ghosh, Anup Kumar,Das, Prasanta Kumar. "Lipase sensing by naphthalene diimide based fluorescent organic nanoparticles: a solvent induced manifestation of self-assembly". . p. 2170 - 2180. Retrieved 2021/03/14.
• 2、 Wenthur, Cody J.,Cai, Xiaoqing,Ellis, Beverly A.,Janda, Kim D.. "Augmenting the efficacy of anti-cocaine catalytic antibodies through chimeric hapten design and combinatorial vaccination". . p. 3666 - 3668. Retrieved 2017/07/27.