2-(Dibenzylamino)propane-1,3-diol

Base Information

• Chemical Name: 2-(Dibenzylamino)propane-1,3-diol
• CAS No.: 246232-73-5
• Molecular Formula: C17H21NO2
• Molecular Weight: 271.359
• Hs Code.: 2922199090
• DSSTox Substance ID: DTXSID10451842
• Nikkaji Number: J1.306.698A
• Wikidata: Q82272100
• Mol file: 246232-73-5.mol

Synonyms:2-(dibenzylamino)propane-1,3-diol;246232-73-5;2-(N,N-Dibenzyl)amino-1,3-propanediol;2-(N,N-DIBENZYL)-AMINO-1,3-PROPANEDIOL;1,3-Propanediol, 2-[bis(phenylmethyl)amino]-;2-(Dibenzylamino)-1,3-propanediol;MFCD11656822;SCHEMBL1236268;DTXSID10451842;GFYRDQXZVIHUKQ-UHFFFAOYSA-N;2-dibenzylamino-propane-1,3-diol;WJA23273;AKOS022173740;DS-3021;SY004948;SL-000134;CS-0156319;FT-0760949;Propanoicacid,2-[4-(2-chlorophenoxy)phenoxy]-;2-[Bis(phenylmethyl)amino]-1,3-propanediol-d4;A877856

Chemical Property of 2-(Dibenzylamino)propane-1,3-diol

Chemical Property:

• Melting Point: 81-82 °C(Solv: benzene (71-43-2); hexane (110-54-3))
• Boiling Point: 455.9±35.0 °C(Predicted)
• PKA: 14.15±0.10(Predicted)
• PSA: 43.70000
• Density: 1.154±0.06 g/cm3(Predicted)
• LogP: 2.04200
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 271.157228913
• Heavy Atom Count: 20
• Complexity: 223

Purity/Quality:

98%min ^*data from raw suppliers

2-(N,N-Dibenzyl)-amino-1,3-propanediol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN(CC2=CC=CC=C2)C(CO)CO

Technology Process of 2-(Dibenzylamino)propane-1,3-diol

There total 2 articles about 2-(Dibenzylamino)propane-1,3-diol 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: 95.0%

benzyl bromide (100-39-0) + serinol (534-03-2) → 2-(N,N-di-benzylamino)-1,3-propanediol (246232-73-5)

Guidance literature:

With potassium carbonate; In ethanol; for 3h; Reflux;

DOI:10.1021/jo301701a

Reference yield: 92.0%

N,N-dibenzylserine (80495-38-1) → 2-(N,N-di-benzylamino)-1,3-propanediol (246232-73-5)

Guidance literature:

With sodium tetrahydroborate; iodine; In tetrahydrofuran; for 18h; Heating;

DOI:10.1002/ejoc.200700683

Reference yield: 86.0%

2-(2-(2-methoxyethoxy)ethoxy)ethyl p-toluenesulfonate (62921-74-8,518012-62-9,58320-73-3) + 2-(N,N-di-benzylamino)-1,3-propanediol (246232-73-5) → N,N-dibenzyl-2,5,8,11,15,18,21,24-octaoxapentacosan-13-amine (1176042-41-3)

Guidance literature:

2-(N,N-di-benzylamino)-1,3-propanediol; With sodium hydride; In tetrahydrofuran; mineral oil; for 0.5h; Inert atmosphere;

2-(2-(2-methoxyethoxy)ethoxy)ethyl p-toluenesulfonate; In tetrahydrofuran; mineral oil; for 16h; Inert atmosphere; Reflux;

DOI:10.1002/anie.200900547

upstream raw materials:

benzyl bromide

serinol

N,N-dibenzylserine

Downstream raw materials:

N,N-dibenzyl-2,5,8,12,15,18-hexaoxa-10-nonadecanamine

C₂₃H₂₉NO₂

N,N-dibenzyl-2,5,8,11,15,18,21,24-octaoxapentacosan-13-amine

C₂₉H₄₉NO₂Si₂

Refernces

• 1、 Rocard, Lou,Wragg, Darren,Jobbins, Samuel Alexander,Luciani, Lorenzo,Wouters, Johan,Leoni, Stefano,Bonifazi, Davide. "Templated Chromophore Assembly on Peptide Scaffolds: A Structural Evolution". supporting information. p. 16136 - 16148. Retrieved 2018/10/15.
• 2、 -. "TETRAHYDRONAPHTHYRIDINE AND RELATED BICYCLIC COMPOUNDS FOR INHIBITION OF RORgamma ACTIVITY AND THE TREATMENT OF DISEASE". Paragraph 0316. . Retrieved 2013/12/03.