Dibenzyl propane-1,3-diylbiscarbamate

Base Information

• Chemical Name: Dibenzyl propane-1,3-diylbiscarbamate
• CAS No.: 18807-68-6
• Molecular Formula: C19H22N2O4
• Molecular Weight: 342.395
• NSC Number: 120001
• DSSTox Substance ID: DTXSID60297994
• Nikkaji Number: J870.686G
• Wikidata: Q82039535
• Mol file: 18807-68-6.mol

Synonyms:18807-68-6;NSC 120001;dibenzyl propane-1,3-diylbiscarbamate;NSC120001;DTXSID60297994;benzyl propane-1,3-diyldicarbamate;NSC-120001;1,3-Diaminopropane, N,N'-bis(carbobenzyloxy)--;N,N'-(1,3-Propanediyl)bis(carbamic acid benzyl) ester;BENZYL N-(3-{[(BENZYLOXY)CARBONYL]AMINO}PROPYL)CARBAMATE

Chemical Property of Dibenzyl propane-1,3-diylbiscarbamate

Chemical Property:

• Vapor Pressure: 3.74E-12mmHg at 25°C
• Boiling Point: 550.2°Cat760mmHg
• Flash Point: 286.5°C
• Density: 1.18g/cm³
• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 342.15795719
• Heavy Atom Count: 25
• Complexity: 355

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NCCCNC(=O)OCC2=CC=CC=C2

Technology Process of Dibenzyl propane-1,3-diylbiscarbamate

There total 4 articles about Dibenzyl propane-1,3-diylbiscarbamate 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:

benzyl chloroformate (501-53-1,94274-21-2) + Trimethylenediamine (109-76-2,54018-94-9) → N,N'-Dicarbobenzoxy-1,3-diaminopropan (18807-68-6)

Guidance literature:

With sodium hydroxide;

DOI:10.1515/bchm2.1968.349.1.251

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) + Trimethylenediamine (109-76-2,54018-94-9) → N,N'-Dicarbobenzoxy-1,3-diaminopropan (18807-68-6) + N,N'-Bis-[1-phenyl-meth-(E)-ylidene]-propane-1,3-diamine (63674-16-8) + (3-{[1-Phenyl-meth-(E)-ylidene]-amino}-propyl)-carbamic acid benzyl ester

Guidance literature:

With benzaldehyde; sodium sulfate; triethylamine; Yield given. Multistep reaction. Yields of byproduct given; 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, 23 deg C, 1h, 3.) CH₂Cl₂, -78 deg C, 23 deg C, 1h;

DOI:10.1002/hlca.19970800410

Reference yield:

benzaldehyde (100-52-7) + benzyl chloroformate (501-53-1,94274-21-2) + Trimethylenediamine (109-76-2,54018-94-9) → N,N'-Dicarbobenzoxy-1,3-diaminopropan (18807-68-6) + N,N'-Bis-[1-phenyl-meth-(E)-ylidene]-propane-1,3-diamine (63674-16-8) + (3-{[1-Phenyl-meth-(E)-ylidene]-amino}-propyl)-carbamic acid benzyl ester

Guidance literature:

With sodium sulfate; triethylamine; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, 23 deg C, 1h, 3.) CH₂Cl₂, -78 deg C, 23 deg C, 1h;

DOI:10.1002/hlca.19970800410

upstream raw materials:

benzyl chloroformate

Trimethylenediamine

benzaldehyde

Downstream raw materials:

N-<3-(1-uracilyl)propyl>-N'-carbobenzoxytrimethylenediamine hydrobromide

N-<2-(1-uracilyl)ethyl>-N'-carbobenzoxytrimethylenediamine hydrobromide

(3-aminopropyl)carbamic acid benzyl ester hydrochloride

N-benzyloxycarbonyl-1,3-diaminopropane

Refernces

• 1、 Jentgens, Christian,Bienz, Stefan,Hesse, Manfred. "84. Selective Monoderivatization of Propane-1,3-diamine with Acid Chlorides: 'Hexahydropyrimidine Method' vs. Statistic Methods". . p. 1133 - 1143. Retrieved 2007/10/03.
• 2、 Lawson,Leafer Jr.,Tewes,Rao. "Alkylation of serine at the active site of trypsin.". . p. 251 - 262. Retrieved 2007/10/04.