ChemicalBook > CAS DataBase List > 1,4,8-Tri-Boc-1,4,8,11-tetraazacyclotetradecane

1,4,8-Tri-Boc-1,4,8,11-tetraazacyclotetradecane

Product Name: 1,4,8-Tri-Boc-1,4,8,11-tetraazacyclotetradecane
CAS No.: 170161-27-0
Chemical Name: 1,4,8-Tri-Boc-1,4,8,11-tetraazacyclotetradecane
Synonyms: TriBoc-Cyclam;Plerixafor Impurity 37;1,4,8-Tri-boc-1,4,8,12-tetraazacyclotetradecane;1,4,8-Tri-Boc-1,4,8,11-tetraazacyclotetradecane;tri-tert-butyl 1,4,8,11-tetraazacyclotetradecane-1,4,8-tricarboxylate;1,4,8,11-Tetraazacyclotetradecane-1,4,8-tricarboxylic acid, tris(1,1-diMethylethyl) ester;1,?4,?8,?11-?Tetraazacyclotetrade?cane-?1,?4,?8-?tricarboxylic acid, 1,?4,?8-?tris(1,?1-?dimethylethyl) ester
CBNumber: CB81569072
Molecular Formula: C25H48N4O6
Formula Weight: 500.67
MOL File: 170161-27-0.mol

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1,4,8-Tri-Boc-1,4,8,11-tetraazacyclotetradecane Property

Melting point:: 48-54°C
Boiling point:: 570.3±45.0 °C(Predicted)
Density: 1.044±0.06 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
pka: 10.01±0.20(Predicted)
Sensitive: Hygroscopic
InChI: InChI=1S/C25H48N4O6/c1-23(2,3)33-20(30)27-15-11-16-29(22(32)35-25(7,8)9)19-18-28(14-10-12-26-13-17-27)21(31)34-24(4,5)6/h26H,10-19H2,1-9H3
InChIKey: FIPOUUYFPSMVMX-UHFFFAOYSA-N
SMILES: N1(C(OC(C)(C)C)=O)CCCNCCN(C(OC(C)(C)C)=O)CCCN(C(OC(C)(C)C)=O)CC1

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

AK Scientific

Product number: Y3152
Product name: 1,4,8-Tri-boc-1,4,8,11-tetraazacyclotetradecane
Packaging: 250mg
Price: $291
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: CHM0375157
Product name: 1,4,8-TRI-BOC-1,4,8,11-TETRAAZACYCLOTETRADECANE
Purity: 95.00%
Packaging: 5MG
Price: $498.32
Updated: 2021/12/16

Crysdot

Product number: CD53000413
Product name: Tri-tert-butyl1,4,8,11-tetraazacyclotetradecane-1,4,8-tricarboxylate
Purity: 95+%
Packaging: 1g
Price: $545
Updated: 2021/12/16

Chemenu

Product number: CM133181
Product name: tri-tert-butyl1,4,8,11-tetraazacyclotetradecane-1,4,8-tricarboxylate
Purity: 95%
Packaging: 5g
Price: $701
Updated: 2021/12/16

Crysdot

Product number: CD53000413
Product name: Tri-tert-butyl1,4,8,11-tetraazacyclotetradecane-1,4,8-tricarboxylate
Purity: 95+%
Packaging: 100mg
Price: $175
Updated: 2021/12/16

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1,4,8-Tri-Boc-1,4,8,11-tetraazacyclotetradecane Chemical Properties,Usage,Production

Synthesis

295-37-4

24424-99-5

170161-27-0

The general procedure for the synthesis of tri-tert-butyl 1,3,8,11-tetraazacyclotetradecane-1,4,8-tricarboxylate from 1,4,8,11-tetraazacyclotetradecane (cyclam) and di-tert-butyl dicarbonate was carried out in the following manner: first, the synthesis of tri-tert-butyl 1,3,8,11-tetraazacyclotetradecane-1,4,8-tricarboxylate was carried out according to the methodology reported by Dessolin et al. (J. Dessolin, P. Galea, P. Vlieghe, J. Chermann, J. Kraus, J. Med. Chem. 1999, 42, 229-241) was synthesized with slight modifications. The procedure was as follows: 1,4,8,11-tetraazacyclotetradecane (1.00 g, 5.00 mmol, 1 eq.) was dissolved in ice-cold dichloromethane (100 mL) under ice-bath conditions, followed by the addition of di-tert-butyl dicarbonate (2.0 g, 9.00 mmol, 1.8 eq.). The reaction mixture was stirred overnight. Upon completion of the reaction, the solvent was removed by evaporation to give the crude product as a light yellow oil. The crude product was purified by fast column chromatography (eluent ratio methanol/dichloromethane 5:95). The first fraction collected was the tri-Boc-protected cyclam (1), i.e., the target product 1,3,8,11-tetraazacyclotetradecane-1,4,8-tricarboxylic acid tri-tert-butyl ester in the form of a thick colorless oil (0.75 g, 30% yield). Mass spectrometry (electrospray) analysis showed a molecular ion peak of 523 (M + Na)+.

References

[1] Molecular Pharmaceutics, 2017, vol. 14, # 5, p. 1395 - 1404
[2] Chemistry (Weinheim an der Bergstrasse, Germany), 2002, vol. 8, # 21, p. 4965 - 4972
[3] Journal of the American Chemical Society, 2006, vol. 128, # 45, p. 14448 - 14449
[4] Chemical Communications, 2018, vol. 54, # 33, p. 4116 - 4119
[5] Bulletin de la Societe Chimique de France, 1996, vol. 133, # 1, p. 65 - 73

1,4,8-Tri-Boc-1,4,8,11-tetraazacyclotetradecane Preparation Products And Raw materials

Raw materials

Preparation Products

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170161-27-0, 1,4,8-Tri-Boc-1,4,8,11-tetraazacyclotetradecaneRelated Search:

Tetradecane 1 8-DIMETHYL-1 4 8 11-TETRAAZACYLCO- 1,4,8,11-TETRAAZACYCLOTETRADECANE 1,4,8-Tri-Boc-1,4,8,11-tetraazacyclotetradecane

1,4,8-Tri-Boc-1,4,8,11-tetraazacyclotetradecane

tri-tert-butyl 1,4,8,11-tetraazacyclotetradecane-1,4,8-tricarboxylate

1,4,8,11-Tetraazacyclotetradecane-1,4,8-tricarboxylic acid, tris(1,1-diMethylethyl) ester

TriBoc-Cyclam

1,?4,?8,?11-?Tetraazacyclotetrade?cane-?1,?4,?8-?tricarboxylic acid, 1,?4,?8-?tris(1,?1-?dimethylethyl) ester

Plerixafor Impurity 37

1,4,8-Tri-boc-1,4,8,12-tetraazacyclotetradecane

170161-27-0

C25H48N4O6