5,8,11-Trioxa-2-azatridecanoic,13-amino,1,1-dimethylethyl ester
Uses- Product Name
- 5,8,11-Trioxa-2-azatridecanoic,13-amino,1,1-dimethylethyl ester
- CAS No.
- 101187-40-0
- Chemical Name
- 5,8,11-Trioxa-2-azatridecanoic,13-amino,1,1-dimethylethyl ester
- Synonyms
- 13-amino;NH2-PEG3-NHBOC;NHBoc-PEG4-NH2;BOC-NH-PEG3-NH2;NHBoc-PEG3-amine;Amino-PEG4-NHBoc;PROTAC Linker 15;N-Boc-3,6,9-triox;BOC-N-AMIDO-PEG3-NH2;Boc-NH-PEG3-CH2CH2NH2
- CBNumber
- CB72470859
- Molecular Formula
- C13H28N2O5
- Formula Weight
- 292.37
- MOL File
- 101187-40-0.mol
5,8,11-Trioxa-2-azatridecanoic,13-amino,1,1-dimethylethyl ester Property
- Boiling point:
- 405.7±35.0 °C(Predicted)
- Density
- 1.050
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- solubility
- Soluble in Water, DMSO, DCM, DMF
- form
- clear liquid to cloudy liquid
- pka
- 12.23±0.46(Predicted)
- color
- Colorless to Light yellow to Light orange
- InChI
- InChI=1S/C13H28N2O5/c1-13(2,3)20-12(16)15-5-7-18-9-11-19-10-8-17-6-4-14/h4-11,14H2,1-3H3,(H,15,16)
- InChIKey
- CUPBLDPRUBNAIE-UHFFFAOYSA-N
- SMILES
- C(OC(C)(C)C)(=O)NCCOCCOCCOCCN
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.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 07185
- Product name
- N-Boc-1,11-diamino-3,6,9-trioxaundecane oxalate salt
- Purity
- purum, ≥97.0% (TLC)
- Packaging
- 100mg
- Price
- $261
- Updated
- 2023/06/20
- Product number
- B6080
- Product name
- Boc-Amino-PEG3-Amine
- Packaging
- 250MG
- Price
- $109
- Updated
- 2025/07/31
- Product number
- B6080
- Product name
- Boc-Amino-PEG3-Amine
- Packaging
- 1G
- Price
- $308
- Updated
- 2025/07/31
- Product number
- B659028
- Product name
- N-Boc-1,11-diamino-3,6,9-trioxaundecane
- Packaging
- 100mg
- Price
- $90
- Updated
- 2021/12/16
- Product number
- B659028
- Product name
- N-Boc-1,11-diamino-3,6,9-trioxaundecane
- Packaging
- 500mg
- Price
- $350
- Updated
- 2021/12/16
5,8,11-Trioxa-2-azatridecanoic,13-amino,1,1-dimethylethyl ester Chemical Properties,Usage,Production
Uses
N-Boc-1,11-Diamino-3,6,9-trioxaundecane is a useful research chemical.
Description
t-Boc-N-Amido-PEG3-amine is a PEG linker with an amino group and Boc-protected amino. The hydrophilic PEG spacer increases solubility in aqueous media. The amino group is reactive with carboxylic acids, activated NHS esters, carbonyls (ketone, aldehyde) etc. The Boc group can be deprotected under mild acidic conditions to free the amine.
Chemical Properties
Colorless viscous liquid
Synthesis
929-75-9
24424-99-5
101187-40-0
General procedure: 3,6,9-Trioxaundecane-1,11-diamine (1 eq.) was dissolved in dichloromethane (DCM, 10 mL/mmol), and di-tert-butyl dicarbonate (Boc2O, 0.15 eq.) was slowly added at 0 °C. The reaction mixture was stirred at 0°C for 5 hours, then brought to room temperature and continued stirring for 18 hours. Upon completion of the reaction, the organic phase was washed several times with water to remove unreacted 3,6,9-trioxaundecane-1,11-diamine. The organic phase was dried over anhydrous magnesium sulfate (MgSO4) and concentrated under reduced pressure to quantitatively yield the Boc-protected product (tert-butyl 2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethyl)carbamate. 1H NMR (300 MHz, CDCl3) data for product 11a: δ 1.45 (s, 9H), 1.80 (br m, 2H, NH2), 3.25 (m, 2H), 3.38 (m, 2H), 3.50-3.70 (m, 8H), 5.10 (br s, 1H, NHCO2). 1H NMR (300 MHz, CDCl3) data for product 11b: δ 1.42 (s, 9H), 1.75 (br m, 2H, NH2), 2.84 (t, 2H, J = 5.3 Hz), 3.29 (m, 2H), 3.51 (m, 4H), 3.58 (sharp m, 8H), 5.30 (br s, 1H, NHCO2). NHCO2).
References
[1] Tetrahedron, 2012, vol. 68, # 52, p. 10818 - 10826
[2] Journal of the American Chemical Society, 2001, vol. 123, # 37, p. 8914 - 8922
[3] Bioorganic and Medicinal Chemistry, 2002, vol. 10, # 3, p. 625 - 637
[4] Bioorganic and Medicinal Chemistry Letters, 2002, vol. 12, # 6, p. 853 - 856
[5] Journal of the American Chemical Society, 2015, vol. 137, # 28, p. 9108 - 9116
5,8,11-Trioxa-2-azatridecanoic,13-amino,1,1-dimethylethyl ester Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 5,8,11-Trioxa-2-azatridecanoic,13-amino,1,1-dimethylethyl ester manufacturers
- Product
- BocNH-PEG3-CH2CH2NH2 101187-40-0
- Price
- US $23.52/g
- Min. Order
- 10g
- Purity
- 98%
- Supply Ability
- 500kg
- Release date
- 2025-11-15
- Product
- tert-butyl (2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethyl)carbamate 101187-40-0
- Price
- US $0.00-0.00/g
- Min. Order
- 1g
- Purity
- 98%
- Supply Ability
- 1g/bottle, 10g/bottle, 100g/bottle
- Release date
- 2025-09-12
- Product
- 5,8,11-Trioxa-2-azatridecanoic,13-amino,1,1-dimethylethyl ester 101187-40-0
- Price
- US $6.00-1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-03-28