N-Boc-1,6-hexanediamine hydrochloride

Base Information

• Chemical Name: N-Boc-1,6-hexanediamine hydrochloride
• CAS No.: 65915-94-8
• Molecular Formula: C11H24N2O2^.HCl
• Molecular Weight: 252.785
• Hs Code.: 29241900
• European Community (EC) Number: 265-976-4
• DSSTox Substance ID: DTXSID80984394
• Mol file: 65915-94-8.mol

Synonyms:65915-94-8;N-Boc-1,6-hexanediamine hydrochloride;tert-Butyl (6-aminohexyl)carbamate hydrochloride;N-Boc-1,6-diamino-hexane hydrochloride;N-Boc-1,6-hexanediamine, HCl;EINECS 265-976-4;N-BOC-1,6-HEXANEDIAMINE HCL;tert-Butyl (6-aminohexyl)carbamate monohydrochloride;tert-Butyl (6-aminohexyl)carbamate HCl;Boc-1,6-Diaminohexane inverted exclamation mark currencyHCl;tert-butyl N-(6-aminohexyl)carbamate;hydrochloride;Boc-1,6-diaminohexane HCl;N-t-Butyloxycarbonyl-1,6-hexamethylenediamine hydrochloride;tert-Butyl N-(6-aminohexyl)carbamate hydrochloride;C11H24N2O2.ClH;SCHEMBL587915;Boc-NH-(CH2)6-NH2.HCl;DTXSID80984394;JSBWQIZQJOQPFN-UHFFFAOYSA-N;BCP22586;C11-H24-N2-O2.Cl-H;MFCD00039072;N-1-Boc-1,6-diaminohexane . HCl;AKOS015894460;N-Boc 1,6-diaminohexane hydrochloride;n-boc-1,6-diaminohexane hydrochloride;N-Boc 1, 6-diaminohexane hydrochloride;AS-37102;FT-0740221;N-Boc-1,6-hexanediamine hydrochloride, 97%;6-t-butoxycarbonylamino-1-hexylamine hydrochloride;t-butyloxy-carbonyl-hexamethylenediamine hydrochloride;n-t-butyloxycarbonyl-1,6-diaminohexane hydrochloride salt;N-tert-Butyloxycarbonyl-1,6-diaminohexane hydrochloride;(6-Aminohexyl)carbamic acid tert-butyl ester hydrochloride;(6-amino-hexyl)-carbamic acid tert-butyl ester hydrochloride;N-Boc-1,6-hexanediamine hydrochloride, purum, >=98.0% (AT);tert-Butyl hydrogen (6-aminohexyl)carbonimidate--hydrogen chloride (1/1)

Chemical Property of N-Boc-1,6-hexanediamine hydrochloride

Chemical Property:

• Appearance/Colour: White to cream colored crystalline powder
• Vapor Pressure: 0.000233mmHg at 25°C
• Melting Point: 162-164 °C(lit.)
• Boiling Point: 325.3 °C at 760 mmHg
• Flash Point: 150.5 °C
• PSA: 64.35000
• LogP: 3.92340
• Storage Temp.: 2-8°C
• Sensitive.: Hygroscopic
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 252.1604557
• Heavy Atom Count: 16
• Complexity: 176

Purity/Quality:

99% ^*data from raw suppliers

N-Boc-1,6-hexanediamine hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): XiXi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCCCCCN.Cl
• Uses: Reagent for the introduction of a C6-spacer N-Boc-1,6-hexanediamine hydrochloride is a general reagent to introduce a C6-spacer. It can be used in:Synthesis of poly(L-glutamic acid) gadolinium chelates as biodegradable MRI contrast agents.Synthesis of cholesteryl-functionalized hyaluronic acid-based anionic nanogel for protein delivery.Preparation of amphiphilic prodrug, containing anticancer drug chlorambucil, which would self-assemble to form micelles in aqueous solution.

Technology Process of N-Boc-1,6-hexanediamine hydrochloride

There total 10 articles about N-Boc-1,6-hexanediamine hydrochloride 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: 91.0%

1-Azido-6-(tert-butoxycarbonylamino)hexane (129392-87-6) → N-(tert-butoxycarbonyl)-1,6-diaminohexane hydrochloride (65915-94-8)

Guidance literature:

With chloroform; hydrogen; palladium on activated charcoal; In methanol; for 1h; under 1551.4 Torr;

DOI:10.1055/s-1990-26879

Reference yield:

1,6-Hexanediamine (124-09-4) + S-tert-butoxycarbonyl-4,6-dimethyl-2-mercaptopyrimidine (41840-28-2) → N-(tert-butoxycarbonyl)-1,6-diaminohexane hydrochloride (65915-94-8)

Guidance literature:

With sodium chloride; In 1,4-dioxane; water;

Reference yield:

6-amino-1-hexanol (4048-33-3) → N-(tert-butoxycarbonyl)-1,6-diaminohexane hydrochloride (65915-94-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / CH₂Cl₂ / 12 h

2: triethylamine / toluene / 0.08 h / 0 °C

3: NaN₃ / tetrabutylammonium bromide / toluene; H₂O / 3 h / 60 °C

4: 91 percent / H₂, CHCl₃ / Pd-C / methanol / 1 h / 1551.4 Torr

With sodium azide; chloroform; hydrogen; triethylamine; palladium on activated charcoal; tetrabutylammomium bromide; In methanol; dichloromethane; water; toluene;

DOI:10.1055/s-1990-26879

upstream raw materials:

tert-butyl N-(6-aminohexyl)carbamate

1-Azido-6-(tert-butoxycarbonylamino)hexane

1,6-Hexanediamine

N-(tert-butyloxycarbonyl) azide

Downstream raw materials:

1-(N-(N^α-(4-benzoylbenzoyl)-L-biocytinoyl)amino)-6-(N'-boc-amino)hexane

(6-phenethylaminohexyl)-carbamic acid tert-butyl ester

tert-butyl 3-(((6-((tert-butoxy)carbonylamino)hexyl)amino)methyl)-4-fluorobenzoate

Refernces

• 1、 Mattingly, Phillip G.. "Mono-Protected Diamines. Nα-tert-Butoxycarbonyl α,ω-Alkanediamine Hydrochlorides from Amino alcohols.". . p. 366 - 368. Retrieved 2007/10/02.
• 2、 Hansen, J. B.,Nielsen, M. C.,Ehrbar, U.,Buchardt, O.. "Partially Protected Polyamines". . p. 404 - 405. Retrieved 2007/10/02.