tert-Butyl (6-(acridine-9-carboxamido)hexyl)carbamate

Base Information

• Chemical Name: tert-Butyl (6-(acridine-9-carboxamido)hexyl)carbamate
• CAS No.: 259222-02-1
• Molecular Formula: C₂₅H₃₁N₃O₃
• Molecular Weight: 421.539
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID50443903
• Nikkaji Number: J1.264.086B
• Wikidata: Q82261888
• Mol file: 259222-02-1.mol

Synonyms:259222-02-1;tert-Butyl (6-(acridine-9-carboxamido)hexyl)carbamate;Tert-butyl N-[6-(acridine-9-carbonylamino)hexyl]carbamate;{6-[(ACRIDINE-9-CARBONYL)-AMINO]-HEXYL}-CARBAMIC ACID TERT-BUTYL ESTER;(6-[(ACRIDINE-9-CARBONYL)-AMINO]-HEXYL)-CARBAMIC ACID TERT-BUTYL ESTER;C25H31N3O3;DTXSID50443903;SB36239;CS-0450167;A818089;tert-Butyl(6-(acridine-9-carboxamido)hexyl)carbamate;2-Methyl-2-propanyl {6-[(9-acridinylcarbonyl)amino]hexyl}carbamate;TERT-BUTYL N-{6-[(ACRIDIN-9-YL)FORMAMIDO]HEXYL}CARBAMATE;N-[6-[(Acridine-9-ylcarbonyl)amino]hexyl]carbamic acid tert-butyl ester

Chemical Property of tert-Butyl (6-(acridine-9-carboxamido)hexyl)carbamate

Chemical Property:

• Melting Point: 129-131 °C
• Boiling Point: 668.3±30.0 °C(Predicted)
• PKA: 12.92±0.46(Predicted)
• PSA: 80.32000
• Density: 1.143±0.06 g/cm3(Predicted)
• LogP: 5.98470
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 421.23654186
• Heavy Atom Count: 31
• Complexity: 567

Purity/Quality:

97% ^*data from raw suppliers

{6-[(Acridine-9-carbonyl)-amino]-hexyl}-carbamicacidtert-butylester 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCCCCCNC(=O)C1=C2C=CC=CC2=NC3=CC=CC=C31

Technology Process of tert-Butyl (6-(acridine-9-carboxamido)hexyl)carbamate

There total 3 articles about tert-Butyl (6-(acridine-9-carboxamido)hexyl)carbamate 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: 75.0%

acridine-9-carboxylic acid (5336-90-3) + tert-butyl N-(6-aminohexyl)carbamate (51857-17-1) → N-[N-(tert-butoxycarbonyl)-6-aminohexyl]-9-acridinecarboxamide (259222-02-1)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1080/00397919908086595

Reference yield:

1,6-Hexanediamine (124-09-4) → N-[N-(tert-butoxycarbonyl)-6-aminohexyl]-9-acridinecarboxamide (259222-02-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / dioxane / 72 h / 20 °C

2: 74 percent / diisopropylethylamine; BOP / dimethylformamide / 24 h / 20 °C

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1002/ejoc.200300311

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → N-[N-(tert-butoxycarbonyl)-6-aminohexyl]-9-acridinecarboxamide (259222-02-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / dioxane / 72 h / 20 °C

2: 74 percent / diisopropylethylamine; BOP / dimethylformamide / 24 h / 20 °C

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1002/ejoc.200300311

upstream raw materials:

acridine-9-carboxylic acid

tert-butyl N-(6-aminohexyl)carbamate

1,6-Hexanediamine

di-tert-butyl dicarbonate