1,4,7-tris-Boc-1,4,7,10-tetraaza-cyclododecane Chemical Properties

Melting point:

72-73℃

Boiling point:

542.8±35.0 °C(Predicted)

Density 

1.065

storage temp. 

2-8°C

pka

9.52±0.20(Predicted)

form 

powder

Sensitive 

Hygroscopic

InChI

InChI=1S/C23H44N4O6/c1-21(2,3)31-18(28)25-12-10-24-11-13-26(19(29)32-22(4,5)6)15-17-27(16-14-25)20(30)33-23(7,8)9/h24H,10-17H2,1-9H3

InChIKey

ZXASHTYJQJMCQR-UHFFFAOYSA-N

SMILES

N1(C(OC(C)(C)C)=O)CCNCCN(C(OC(C)(C)C)=O)CCN(C(OC(C)(C)C)=O)CC1

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26

WGK Germany 

3

HS Code 

29339900

1,4,7-tris-Boc-1,4,7,10-tetraaza-cyclododecane Usage And Synthesis

Chemical Properties

White powder

Uses

Building block used to attach the Cyclen azacrown to a molecular scaffold, building block for a trifold cyclen Zn complex as phosphate dianion receptor in aqueous solution

Synthesis

A solution of chloroform (10 mL) of di-tert-butyl dicarbonate (1.77 g, 8.12 mmol) was slowly added dropwise through a constant pressure dropping funnel to a solution of chloroform (40 mL) containing rotundin (0.51 g, 2.90 mmol) and triethylamine (1.25 mL, 8.99 mmol). The reaction mixture was stirred at room temperature overnight and then concentrated by rotary evaporator. The resulting crude product was purified by silica gel column chromatography using gradient elution from ethyl acetate to 5% methanol/dichloromethane to afford the target compound 1,4,7-tri-tert-butoxycarbonyl-1,4,7,10-tetraazacyclododecane as a white solid (1.02 g, 80% yield). The product characterization data were in agreement with literature reports.

References

[1] Journal of Materials Chemistry, 2012, vol. 22, # 36, p. 18784 - 18787
[2] Journal of the American Chemical Society, 2004, vol. 126, # 30, p. 9248 - 9256
[3] RSC Advances, 2016, vol. 6, # 28, p. 23645 - 23652
[4] Journal of Organic Chemistry, 2005, vol. 70, # 1, p. 115 - 123
[5] Chemical Communications, 2011, vol. 47, # 21, p. 6036 - 6038

1,4,7-tris-Boc-1,4,7,10-tetraaza-cyclododecane(175854-39-4)Related Product Information

• Tri-tert-butyl 1,4,7,10-Tetraazacyclododecane-1,4,7-triacetate HydrobroMide
• TRI-TERT-BUTYL 1 4 7 10-TETRAAZACYCLODOD
• CYCLODODECANE
• 1,4-BIS-BOC-1,4,7-TRIAZAHEPTANE
• 1,4,7-tris-Boc-1,4,7,10-tetraaza-cyclododecane