ChemicalBook--->CAS DataBase List--->101187-40-0

101187-40-0

101187-40-0 Structure

101187-40-0 Structure
IdentificationBack Directory
[Name]

5,8,11-Trioxa-2-azatridecanoic,13-amino,1,1-dimethylethyl ester
[CAS]

101187-40-0
[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
t-BocNH-PEG3-CH2CH2NH2
Boc-N-Amido-PEG3-Amine
t-Boc-N-Amido-PEG3-Amine
11-Trioxa-2-azatridecanoic
tert-Boc-N-amido-PEG3-amine
N-Boc-1,11-diamino-3,6,9-trioxaundecane
1-Boc-amino-11-bromo-3.6.9-trioxadecane
N-Boc-2-{2-[2-(2-amino-ethoxy)-ethoxy]-ethoxy}
N-Boc-1,11-diamino-3,6,9-trioxaundecane≥ 98% (GC)
N-Boc-2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethanamine
N-(tert-Butoxycarbonyl)-3,6,9-trioxa-1,11-undecanediamine
13-AMINO-5,8,11-TRIOXA-2-AZATRIDECANOIC ACID TERT-BUTYL ESTER
N-Boc-2-{2-[2-(2-amino-ethoxy)-ethoxy]-ethoxy}-ethylamine, 98%
5,8,11-Trioxa-2-azatridecanoic,13-amino,1,1-dimethylethyl ester
tert-Butyl (2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethyl)carbamate
tert-butyl N-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethyl]carbamate
terr-butyl N-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethyl]carbamate
13-Amino-5,8,11-trioxa-2-azatridecanoic acid 1,1-dimethylethyl ester
5,8,11-Trioxa-2-azatridecanoic acid, 13-aMino-, 1,1-diMethylethyl ester
[2-[2-[2-(2-Aminoethoxy)ethoxy]ethoxy]ethyl]carbamic Acid tert-Butyl Ester
[Molecular Formula]

C13H28N2O5
[MDL Number]

MFCD11975204
[MOL File]

101187-40-0.mol
[Molecular Weight]

292.37
Chemical PropertiesBack Directory
[Boiling point ]

405.7±35.0 °C(Predicted)
[density ]

1.050
[storage temp. ]

Keep in dark place,Inert atmosphere,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
Questions And AnswerBack Directory
[Uses]

N-Boc-1,11-Diamino-3,6,9-trioxaundecane is a useful research chemical.
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26
[WGK Germany ]

3
[HS Code ]

2924190090
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Hazard InformationBack Directory
[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]

3,6,9-trioxaundecamethylenediamine

929-75-9

Di-tert-butyl dicarbonate

24424-99-5

5,8,11-Trioxa-2-azatridecanoic,13-amino,1,1-dimethylethyl ester

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
Spectrum DetailBack Directory
[Spectrum Detail]

5,8,11-Trioxa-2-azatridecanoic,13-amino,1,1-dimethylethyl ester(101187-40-0)1HNMR
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