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
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
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.
N-Bromosuccinimide Price
- Product number
- Y3152
- Product name
- 1,4,8-Tri-boc-1,4,8,11-tetraazacyclotetradecane
- Packaging
- 250mg
- Price
- $291
- Updated
- 2021/12/16
- 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
- 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
- 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
- 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
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
1,4,8-Tri-Boc-1,4,8,11-tetraazacyclotetradecane Suppliers
- Tel
- 0570-3081766 18357083060
- Fax
- 0570-3072337
- sales@qzamkbio.com
- Country
- China
- ProdList
- 1047
- Advantage
- 55
- Tel
- 400-6106006
- Fax
- 021-67582001/03/05
- saleschina@alfa-asia.com
- Country
- China
- ProdList
- 30123
- Advantage
- 84
- Tel
- 021-021-58432009 400-005-6266
- Fax
- 021-58436166
- sales8178@energy-chemical.com
- Country
- China
- ProdList
- 44801
- Advantage
- 61
- Tel
- 0510-83588313-811 18800520310
- sales@chemshuttle.com
- Country
- China
- ProdList
- 2999
- Advantage
- 62
- Tel
- +86057186818502 13588463833
- Fax
- Pls mail us for more information!
- info@sagechem.com
- Country
- China
- ProdList
- 10266
- Advantage
- 58
- Tel
- 15026594951
- Fax
- 0556-5030632
- rs@raise-chem.com
- Country
- China
- ProdList
- 4454
- Advantage
- 55
- Tel
- 400-164-7117 13681763483
- Fax
- +86-21-61629029
- product02@bidepharm.com
- Country
- China
- ProdList
- 39966
- Advantage
- 60
- Tel
- 025-57018978 18251899859
- Fax
- 025-57018008
- sales@chalf-pharm.com
- Country
- China
- ProdList
- 5674
- Advantage
- 50
- Tel
- 021-58088081 Q2635253576
- Fax
- QQ3382968513
- hailey@shsendpharm.com
- Country
- China
- ProdList
- 2081
- Advantage
- 55
- Tel
- 526763801 13301653310
- Fax
- +86-21-51619052
- 526763801@qq.com
- Country
- China
- ProdList
- 9279
- Advantage
- 55