N-BOC-1,6-diaminohexane

N-BOC-1,6-diaminohexane Structure
CAS No.
51857-17-1
Chemical Name:
N-BOC-1,6-diaminohexane
Synonyms
tert-Butyl (6-aMinohexyl)carbaMate;N-BOC-1,6-DIAMINOHEXANE;N-BOC-1,6-HEXANEDIAMINE;TERT-BUTYL N-(6-AMINOHEXYL)CARBAMATE;tert-butyl (6-aMinohexyl)carbaMate hydrochloride;AURORA KA-7567;AURORA KA-7545;AURORA KA-4392;Boc-NH-(CH2)6-NH2;TIMTEC-BB SBB006530
CBNumber:
CB0702254
Molecular Formula:
C11H24N2O2
Molecular Weight:
216.32
MOL File:
51857-17-1.mol
MSDS File:
SDS
Modify Date:
2023/4/23 13:52:06

N-BOC-1,6-diaminohexane Properties

Boiling point 106-110 °C (0.3 mmHg)
Density 0.965 g/mL at 20 °C(lit.)
refractive index n20/D 1.462
Flash point 125 °C
storage temp. Keep in dark place,Inert atmosphere,2-8°C
solubility Soluble in dichloromethane and ethyl acetate.
pka 12.93±0.46(Predicted)
form Viscous Liquid
color Clear light yellow
Sensitive Air Sensitive
BRN 2089264
InChIKey RVZPDKXEHIRFPM-UHFFFAOYSA-N
CAS DataBase Reference 51857-17-1(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05
Signal word  Danger
Hazard statements  H314
Precautionary statements  P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405
Hazard Codes  C
Risk Statements  34
Safety Statements  26-36/37/39-45
RIDADR  UN 2735 8/PG 2
WGK Germany  3
10-34
HazardClass  8
PackingGroup  III
HS Code  29241900
NFPA 704
1
3 1

N-BOC-1,6-diaminohexane price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 79229 N-Boc-1,6-hexanediamine ≥98.0% (NT) 51857-17-1 1G ₹4330 2022-06-14 Buy
Sigma-Aldrich(India) 79229 N-Boc-1,6-hexanediamine ≥98.0% (NT) 51857-17-1 5G ₹15003.45 2022-06-14 Buy
TCI Chemicals (India) A1375 N-(tert-Butoxycarbonyl)-1,6-diaminohexane min. 97.0 % 51857-17-1 1G ₹2300 2022-05-26 Buy
TCI Chemicals (India) A1375 N-(tert-Butoxycarbonyl)-1,6-diaminohexane min. 97.0 % 51857-17-1 5G ₹9200 2022-05-26 Buy
TCI Chemicals (India) A1375 N-(tert-Butoxycarbonyl)-1,6-diaminohexane min. 97.0 % 51857-17-1 25G ₹19300 2022-05-26 Buy
Product number Packaging Price Buy
79229 1G ₹4330 Buy
79229 5G ₹15003.45 Buy
A1375 1G ₹2300 Buy
A1375 5G ₹9200 Buy
A1375 25G ₹19300 Buy

N-BOC-1,6-diaminohexane Chemical Properties,Uses,Production

Chemical Properties

Off-White Solid

Uses

N-Boc-1,6-diaminohexane is used to prepare 1,3-Bis[6-(Boc-amino)hexyl]urea by reacting with carbonyl dichloride in the presence of triethylamine. Further, it is used as a reagent for the introduction of a C6-spacer.

Application

N-Boc-1,6-hexanediamine can be used as a linear hexyl spacer (C6-spacer) to synthesize:
Biodegradable poly(disulfide amine)s for gene delivery.
A multifunctional dendrimer for theranostics.
Polyamide platinum anti-cancer complexes designed to target cancer specific DNA sequences.
Self-assembled monolayers (SAMs) that resist adsorption of proteins.
[N-(6-(4-Hydroxy-6-isopropylamino-1,3,5-triazin-2-ylamino)hexyl)-5-hydroxy-1,4-naphthoquinone-3-propionamide] (JUG-HATZ), which can be used in designing electrochemical immunosensors.

Preparation

synthesis of N-BOC-1,6-diaminohexane: 1,6-Diaminohexane 3 (Fig. 1) (100 g, 0.86 mol) was dissolved in CH2Cl2 (300 ml) and cooled in an ice bath to 0–3°C. To the stirred solution 0.3 eq. di-tert-butyl bicarbonate (62.6 g, 0.29 mol) was added slowly over a period of 1 h. The reaction was allowed to warm up to r.t., and proceeded overnight. The reaction mixture was extracted with saturated aqueous NaHCO3 (50 ml, three times). The organic phases were pooled, dried, and evaporated under reduced pressure. The resulting oil was dissolved in 200 ml, 1 N HCl and extracted with ether. The aqueous phase was washed with ether, made basic to a pH of 10 with aqueous 2 N NaO3, and extracted with ethyl acetate. The organic phases were pooled, dried, and evaporated under reduced pressure. The resulting oil was dissolved in 200 ml, 1 N HCL and extracted with ether. The aqueous phase was washed with ether, made basic to a pH of 10 with aqueous 2 N NaOH, and extracted with ethyl acetate. The organic extracts were pooled, dried over Na2SO4 and evaporated to give 10.5 g of homogeneous N-BOC-1, 6- diaminohexane 2c (Fig. 1) as a yellow oil which was used without further purification.
TLC Rf 0.51; 1H NMR (CDCL3) d 4.54 (bs, 1H; NH), 3.05 1 2.62 (m, 4H; NCH2), 1.41 (m, 9H; CH3), 1.29 (m, 8H; CH2).
Evaluation of aminoalkylmethacrylate nanoparticles as colloidal drug carrier systems. Part I: synthesis of monomers, dependence of the physical properties on the polymerization methods

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AURORA KA-4392 AURORA KA-7545 AURORA KA-7567 TIMTEC-BB SBB006530 N-(6-AMINOHEXYL)CARBAMIC ACID TERT-BUTYL ESTER N-(TERT-BUTOXYCARBONYL)-1,6-DIAMINOHEXANE N-(TERT-BUTOXYCARBONYL)-1,6-HEXANEDIAMINE 1-BOC-AMINO-1,6-HEXANEDIAMINE 1-BOC-1,6-DIAMINOHEXANE (6-Aminohexyl)carbamic Acid tert-Butyl Ester 1-((tert-Butoxycarbonyl)amino)-6-aminohexane N-(6-Aminohexyl)-carbamic Acid 1,1-Dimethylethyl Ester n-(tert-butoxycarbonyl)hexamethylenediamine N-tert-Butoxycarbonyl-1,6-hexanediamine N-Boc-1,6-diaminohexane N-(6-Aminohexyl)carbamic acid tert-butyl ester tert-butyl 6-aminohexylcarbamate N-t-BOC-1,6-HEXANEDIAMINE N-Boc-1,6-diaminohexane, tert-Butyl-N-(6-aminohexyl)carbamate (6-Aminohexyl)carbamic acid 1,1-dimethylethyl ester N-(tert-Butoxycarbonyl)hexane-1,6-diamine N-(6-Aminohexyl)carbamic Acid tert-Butyl Ester N-Boc-1,6-diaminohexane N-Boc-1,6-hexanediamine N-(tert-Butoxycarbonyl)-1,6-hexanediamine tert-Butyl N-(6-Aminohexyl)carbamate N-Boc-1,6-hexanediaMine 98% N-(tert-Butoxycarbonyl)-1,6-diaMinohexane, 95.0%(GC) N-Boc-1,6-hexanediamine >=98.0% (GC) N-tert-Butoxycarbonyl-1,6-hexanediamine,95% N-(tert-Butoxycarbonyl)-1,6-diaminohexane > Carbamic acid, N-(6-aminohexyl)-, 1,1-dimethylethyl ester )-1,6-diaminohexane N-tert-Butoxycarbonyl-1,6-hexanediamine ISO 9001:2015 REACH TERT-BUTYL N-(6-AMINOHEXYL)CARBAMATE N-BOC-1,6-DIAMINOHEXANE N-BOC-1,6-HEXANEDIAMINE tert-Butyl (6-aMinohexyl)carbaMate tert-butyl (6-aMinohexyl)carbaMate hydrochloride NH2C6NHBoc,linker,NH2 C6 NH Boc,NH-2-C6-NH-Boc,inhibit,Inhibitor,PROTAC Linkers,PROTAC,Mcl-1 Boc-NH-(CH2)6-NH2 51857-17-1 51857-17-7 C11H24N2O2 CH33COCONHCH26NH2 C11H25N2O2 Organic Building Blocks Nitrogen Compounds Protected Amines N-Boc-diaminoalkanes Monoprotected Diaminoalkanes Building Blocks All Aliphatics Monoprotected Diaminoalkanes N-Boc-diaminoalkanes Aliphatics Amines