ChemicalBook >> CAS DataBase List >>N-BOC-1,6-diaminohexane

N-BOC-1,6-diaminohexane

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
MDL Number:
MFCD00671489
MOL File:
51857-17-1.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-16 07:06:08

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.
form Viscous Liquid
pka 12.93±0.46(Predicted)
color Clear light yellow
Sensitive Air Sensitive
BRN 2089264
InChI InChI=1S/C11H24N2O2/c1-11(2,3)15-10(14)13-9-7-5-4-6-8-12/h4-9,12H2,1-3H3,(H,13,14)
InChIKey RVZPDKXEHIRFPM-UHFFFAOYSA-N
SMILES C(OC(C)(C)C)(=O)NCCCCCCN
CAS DataBase Reference 51857-17-1(CAS DataBase Reference)
UNSPSC Code 12352116
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Corrosion (GHS05)
GHS05
Signal word  Danger
Hazard statements  H314
Precautionary statements  P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405
PPE Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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
Storage Class 8A - Combustible corrosive hazardous materials
Hazard Classifications Eye Dam. 1
Skin Corr. 1B
NFPA 704
1
3 1

N-BOC-1,6-diaminohexane price More Price(73)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 79229 N-Boc-1,6-hexanediamine ≥98.0% (NT) 51857-17-1 1g $56.1 2026-04-30 Buy
Sigma-Aldrich 79229 N-Boc-1,6-hexanediamine ≥98.0% (NT) 51857-17-1 5g $197 2026-04-30 Buy
TCI Chemical A1375 N-(tert-Butoxycarbonyl)-1,6-diaminohexane >97.0%(GC)(T) 51857-17-1 1g $26 2026-04-30 Buy
TCI Chemical A1375 N-(tert-Butoxycarbonyl)-1,6-diaminohexane >97.0%(GC)(T) 51857-17-1 5g $85 2026-04-30 Buy
Usbiological 262848 N-Boc-1,6-diaminohexane ≥97% 51857-17-1 10g $744 2026-06-03 Buy
Product number Packaging Price Buy
79229 1g $56.1 Buy
79229 5g $197 Buy
A1375 1g $26 Buy
A1375 5g $85 Buy
262848 10g $744 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

reaction suitability

reagent type: cross-linking reagent

Synthesis

Hexamethylenediamine

124-09-4

Di-tert-butyl dicarbonate

24424-99-5

N-BOC-1,6-diaminohexane

51857-17-1

GENERAL STEPS: 1,6-Diaminohexane (20.0 g, 172 mmol) was suspended in 50 mL of dichloromethane (DCM) at 0 °C. To this suspension was slowly added a solution of di-tert-butyl dicarbonate (Boc2O, 3.75 g, 17.2 mmol) dissolved in 24 mL of DCM. After addition, the ice bath was removed and the reaction mixture was allowed to warm up to room temperature with continuous stirring for 18 hours. After completion of the reaction, the precipitate was removed by filtration and the filtrate was washed sequentially with saturated aqueous sodium bicarbonate (3 x 50 mL), water (2 x 50 mL) and brine (50 mL). The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated to give an oily product tert-butyl N-(6-aminohexyl)carbamate 3.1 g in 84% yield. The product was characterized by 1HNMR (300 MHz, CDCl3): δ 4.56 (s, 1H), 3.09 (dd, J=12.6,6.3Hz, 2H), 2.83-2.58 (t, 2H), 1.66-1.17 (m, 17H).

References

[1] Tetrahedron Letters, 2008, vol. 49, # 16, p. 2527 - 2532
[2] Journal of Materials Chemistry B, 2014, vol. 2, # 5, p. 502 - 510
[3] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 23, p. 6956 - 6959
[4] Journal of Labelled Compounds and Radiopharmaceuticals, 2009, vol. 52, # 5, p. 139 - 145
[5] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 19, p. 6570 - 6580

129392-87-6
51857-17-1
Synthesis of N-BOC-1,6-diaminohexane from 6-Azido-N-Boc-hexylamine
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View Lastest Price from N-BOC-1,6-diaminohexane manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
NH2-C6-NH-Boc pictures 2026-07-15 NH2-C6-NH-Boc
51857-17-1
$29.00 99.97% 10g TargetMol Chemicals Inc.
N-tert-Butoxycarbonyl-1,6-hexanediamine pictures 2021-08-12 N-tert-Butoxycarbonyl-1,6-hexanediamine
51857-17-1
$10.00-15.00 1KG 99%+ HPLC Zhuozhou Wenxi import and Export Co., Ltd
N-tert-Butoxycarbonyl-1,6-hexanediamine pictures 2019-12-20 N-tert-Butoxycarbonyl-1,6-hexanediamine
51857-17-1
$1.00 1ASSAYS 97-99% 1000KGS Career Henan Chemical Co
AURORA KA-4392 AURORA KA-7545 AURORA KA-7567 TIMTEC-BB SBB006530 TERT-BUTYL N-(6-AMINOHEXYL)CARBAMATE N-(6-AMINOHEXYL)CARBAMIC ACID TERT-BUTYL ESTER N-BOC-1,6-DIAMINOHEXANE N-BOC-1,6-HEXANEDIAMINE 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% tert-butyl (6-aMinohexyl)carbaMate hydrochloride 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 NH2C6NHBoc,linker,NH2 C6 NH Boc,NH-2-C6-NH-Boc,inhibit,Inhibitor,PROTAC Linkers,PROTAC,Mcl-1 Boc-NH-(CH2)6-NH2 N-Boc-1,6-hexanediamine N-Boc-1,6-hexanediamine 98% tert-Butyl (6-aMinohexyl)carbaMate 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