N-Boc-1,3-propanediamine

Base Information

• Chemical Name: N-Boc-1,3-propanediamine
• CAS No.: 75178-96-0
• Molecular Formula: C8H18N2O2
• Molecular Weight: 174.243
• Hs Code.: 29212900
• European Community (EC) Number: 628-600-3
• DSSTox Substance ID: DTXSID60370892
• Nikkaji Number: J1.093.356K
• Wikidata: Q72450553
• Mol file: 75178-96-0.mol

Synonyms:75178-96-0;N-Boc-1,3-propanediamine;N-Boc-1,3-diaminopropane;tert-Butyl (3-aminopropyl)carbamate;tert-Butyl N-(3-aminopropyl)carbamate;tert-butyl 3-aminopropylcarbamate;N-(3-Aminopropyl)carbamic Acid tert-Butyl Ester;N-(3-Aminopropyl)carbamic acid tertbutylester;1-Boc-1,3-propanediamine;tert-butyl(3-aminopropyl)carbamate;N1-BOC-1,3-PROPANEDIAMINE;MFCD00210021;3-tert-butyloxycarbonylaminopropylamine;CARBAMIC ACID, (3-AMINOPROPYL)-, 1,1-DIMETHYLETHYL ESTER;N-(tert-Butoxycarbonyl)-1,3-diaminopropane;N-(tert-Butoxycarbonyl)-1,3-propanediamine;(3-amino-propyl)-carbamic acid tert-butyl ester;3-(Boc-amino)-propylamine;SCHEMBL14485;t-butyl 3-aminopropylcarbamate;t-butyl(3-aminopropyl)carbamate;tert-buty 3-aminopropylcarbamate;DTXSID60370892;t-butyl (3-aminopropyl)carbamate;tert-Butyl-3-aminopropylcarbamate;POHWAQLZBIMPRN-UHFFFAOYSA-N;N-Boc-1,3-propanediamine, 95%;BCP04400;Carbamic acid, (3-aminopropyl)-, 1,1-dimethylethyl ester (9CI);CS-D0142;t-butyl N-(3-aminopropyl)carbamate;tert-butyl-(3-aminopropyl)carbamate;3-(t-butoxycarbonylamino)propaneamine;BBL101710;STL555507;tert-butyl-n(3-aminopropyl)carbamate;N-1-Boc-1,3-diaminopropane . HCl;tert-butyl (3-amino-propyl)carbamate;3-(t-Butyloxycarbonylamino)propanamine;AKOS005072156;tert-butyl-n-(3-aminopropyl)carbamate;AC-2380;CS-M-33830;DA-0878;GC10191;SB66461;3-(t-butyloxycarbonylamino) propanamine;N-tert.butoxycarbonyl-3-aminopropanamine;tert-butyl N-(3-aminopropyl)-carbamate;tert-butyl-n-(3-aminopropyl)-carbamate;BP-10271;BP-31125;SY002860;3-(N-tert-butoxycarbonylamino)-propylamine;3-(t-butyloxycarbonylamino)-1-propylamine;1,1-dimethylethyl (3-aminopropyl)carbamate;1-amino-3-tert-butyloxycarbonylaminopropane;3-(tert-butoxycarbonylamino)-1-propylamine;3-aminopropylcarbamic acid tert-butyl ester;3-amino-propylcarbamic acid tert-butyl ester;A1372;A9593;AM20100731;FT-0629165;N-(tert-butoxycarbonyl)-1,3-diamino-propane;N-mono-t-butoxycarbonyl- 1,3-diaminopropane;(3-aminopropyl)carbamic acid tert-butyl ester;3-amino-propyl-carbamic acid tert-butyl ester;EN300-61762;N-(tert-butoxycarbonyl)-1,3-propylenediamine;(3-amino-propyl)carbamic acid tert-butyl ester;(3-aminopropyl)-carbamic acid tert-butyl ester;N-T-BUTYLOXYCARBONYL-1,3-DIAMINOPROPANE;N-TERT-BUTOXYCARBONYL-1,3-PROPANEDIAMINE;3-aminopropylcarbamic acid-1,1-dimethylethyl ester;N-Boc-1,3-propanediamine, >=97.0% (GC/NT);3-aminopropyl carbamic acid 1,1-dimethylethyl ester;Q-101917;(3-aminopropyl)carbamic acid 1,1-dimethylethyl ester;3- aminopropyl carbamic acid 1,1-dimethylethyl ester;F2191-0293;Trans-2,3-difluoro-4-(4-propylcyclohexyl)butoxybenzene;Z970099914

Chemical Property of N-Boc-1,3-propanediamine

Chemical Property:

• Appearance/Colour: low-melting solid
• Vapor Pressure: 0.00633mmHg at 25°C
• Melting Point: 22 °C(lit.)
• Refractive Index: n20/D 1.454(lit.)
• Boiling Point: 271.748 °C at 760 mmHg
• PKA: 12.73±0.46(Predicted)
• Flash Point: 118.149 °C
• PSA: 64.35000
• Density: 0.986 g/cm³
• LogP: 1.95110
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Air Sensitive
• Solubility.: Miscible with methanol.
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 174.136827821
• Heavy Atom Count: 12
• Complexity: 141

Purity/Quality:

99% ^*data from raw suppliers

N-Boc-1,3-diaminopropane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 22-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCCN
• Uses: N-Boc-1,3-diaminopropane is used in the preparation of spermidine analogues as well as in the preparation of pharmacologically active compounds. It is also used in suzuki reaction. Further, it is used in the preparation of [3-(3-cyano-propylamino)-propyl]-carbamic acid tert-butyl ester. suzuki reaction

Technology Process of N-Boc-1,3-propanediamine

There total 3 articles about N-Boc-1,3-propanediamine 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: 93.0%

di-tert-butyl dicarbonate (24424-99-5) + Trimethylenediamine (109-76-2,54018-94-9) → N,N'-di-Boc-1,3-propyldiamine (33105-94-1) + N-Boc-1,3-diaminopropane (75178-96-0)

Guidance literature:

In 1,4-dioxane; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.bmc.2010.02.035

Reference yield: 90.0%

3-Fluoro-4-(4-fluoro-benzyloxy)-benzoic Acid (636794-26-8) → N-(3-Amino-propyl)-3-fluoro-4-(4-fluoro-benzyloxy)-benzamide (748130-84-9) + N-Boc-1,3-diaminopropane (75178-96-0)

Guidance literature:

Reference yield:

N-tert-butoxycarbonyl-3-aminopropanol (58885-58-8) → N-Boc-1,3-diaminopropane (75178-96-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 69 percent / Ph₃P, DEAD / tetrahydrofuran / Ambient temperature

2: 88 percent / Zn, 1.) M aq. KH₂PO₄ / tetrahydrofuran / 4 h / Ambient temperature

3: 95 percent / H₂ / 10percent Pd/C / methanol / 1 h / Ambient temperature

With potassium dihydrogenphosphate; hydrogen; triphenylphosphine; zinc; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol;

upstream raw materials:

di-tert-butyl dicarbonate

Trimethylenediamine

N-tert-butoxycarbonyl-3-aminopropanol

3-Fluoro-4-(4-fluoro-benzyloxy)-benzoic Acid

Downstream raw materials:

tert-Butyl N-<3-<(E)-3-phenylprop-2-enamido>propyl>carbamate

{3-[Benzoyloxy-((E)-oct-2-enoyl)-amino]-propyl}-carbamic acid tert-butyl ester

N^α-benzoyloxy-3-(tert-butoxycarbonylamino)propylamine

(3-tert-Butoxycarbonylamino-propylamino)-acetic acid benzyl ester

Refernces

• 1、 Pieri, Cyril,Borselli, Diane,Di Giorgio, Carole,De Méo, Michel,Bolla, Jean-Michel,Vidal, Nicolas,Combes, Sébastien,Brunel, Jean Michel. "New ianthelliformisamine derivatives as antibiotic enhancers against resistant gram-negative bacteria". . p. 4263 - 4272. Retrieved 2014/06/09.
• 2、 Fletcher, David I.,Ganellin, C. Robin,Piergentili, Alessandro,Dunn, Philip M.,Jenkinson, Donald H.. "Synthesis and pharmacological testing of polyaminoquinolines as blockers of the apamin-sensitive Ca2+-activated K+ channel (SKCa)". . p. 5457 - 5479. Retrieved 2008/09/18.