ChemicalBook--->CAS DataBase List--->153086-78-3

153086-78-3

153086-78-3 Structure

153086-78-3 Structure
IdentificationBack Directory
[Name]

BOC-1-AMINO-3,6-DIOXA-8-OCTANEDIAMINE
[CAS]

153086-78-3
[Synonyms]

BOC-DOOA
NHBoc-PEG3-NH2
BOC-NH-PEG2-NH2
NHBoc-PEG2-amine
PROTAC Linker 13
BOC-N-AMIDO-PEG2-NH2
Boc-NH-PEG2-CH2CH2NH2
t-BocNH-PEG2-CH2CH2NH2
Boc-N-amido-PEG2-Amine
t-Boc-N-amido-PEG2-Amine
t-Boc-N-amido-PEG2-Amine 98%
tert-Butyl (2-(2-(2-aminoethoxy)
N-Boc-3,6-dioxaoctane-1,8-diamine
N-BOC-3,6-DIOXA-1,8-OCTANEDIAMINE
BOC-1-AMINO-3,6-DIOXA-8-OCTANEDIAMINE
N-BOC-2,2'-(ETHYLENEDIOXY)DIETHYLAMINE
N-Boc- 2,2′-(ethylenedioxy)diethylamine, >=98%
N-Boc-2-[2-(2-amino-ethoxy)-ethoxy]-ethylamine
Boc-N-amido-PEG2-Amine,t-boc-N-amido-PEG2-amine
Boc-NH-PEG3 Boc-1-amino-3,6-dioxa-8-octanediamine
Boc-1-amino-3,6-dioxa-8-octanediamine(Boc-NH-PEG3)
N-tert-Butyloxycarbonyl-1,8-diamino-3,6-dioxaoctane
N-(tert-Butoxycarbonyl)-3,6-dioxa-1,8-octanediamine
TERT-BUTYL 2-[2-(2-AMINOETHOXY)ETHOXY]ETHYLCARBAMATE
1-(T-BUTYLOXYCARBONYL-AMINO)-3,6-DIOXA-8-OCTANEAMINE
N-Boc- 2,2'-(ethylenedioxy)diethylaMine >=95.0% (NT)
Boc-1-amino-3,6-dioxa-8-octanediamine≥ 97% (Titration)
1-(TERT-BUTYLOXYCARBONYL-AMINO)-3,6-DIOXA-8-OCTANEAMINE
tert-butyl N-[2-[2-(2-aminoethoxy)ethoxy]ethyl]carbamate
N-(tert-Butoxycarbonyl)-2,2'-(ethylenedioxy)diethylamine
1-(T-BUTYLOXYCARBONYL-AMINO)-3,6-DIOXA-8-OCTANEAMINE, LIQ.
1-(TERT-BUTYLOXYCARBONYL-AMINO)-3,6-DIOXA-8-OCTANEAMINE, LIQ.
5,8-dioxa-2-azadiheptaoic acid, 10-aMino-,1,1-diMethylethyl ester
{2-[2-(2-AMino-ethoxy)-ethoxy]-ethyl}-carbaMic acid tert-butyl ester
CarbaMic acid,N-[2-[2-(2-aMinoethoxy)ethoxy]ethyl]-, 1,1-diMethylethyl ester
[Molecular Formula]

C11H24N2O4
[MDL Number]

MFCD03788155
[MOL File]

153086-78-3.mol
[Molecular Weight]

248.32
Chemical PropertiesBack Directory
[Boiling point ]

365.2±27.0 °C(Predicted)
[density ]

1.046 g/mL at 20 °C
[refractive index ]

1.4570 to 1.4610
[storage temp. ]

Keep in dark place,Inert atmosphere,2-8°C
[form ]

clear liquid
[pka]

12.23±0.46(Predicted)
[color ]

Colorless to Light yellow to Light orange
[InChI]

InChI=1S/C11H24N2O4/c1-11(2,3)17-10(14)13-5-7-16-9-8-15-6-4-12/h4-9,12H2,1-3H3,(H,13,14)
[InChIKey]

OCUICOFGFQENAS-UHFFFAOYSA-N
[SMILES]

C(OC(C)(C)C)(=O)NCCOCCOCCN
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Risk Statements ]

36/37/38
[Safety Statements ]

26-37/39
[RIDADR ]

2735
[WGK Germany ]

3
[F ]

10-21
[HazardClass ]

8
[PackingGroup ]

Ⅲ
[HS Code ]

29241990
[Storage Class]

10 - Combustible liquids
Hazard InformationBack Directory
[Description]

t-Boc-N-Amido-PEG2-amine is a PEG linker containing an amino group and Boc-protected amino group. 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 form the free amine.
[Chemical Properties]

Light yellow oil
[Uses]

Linker reagent for the prep. of a broad variety of linked tags, monomers for polymerisation, ionophores etc., e.g. biotinylation reagents.
[reaction suitability]

reagent type: cross-linking reagent
[Synthesis]

1,8-Diamino-3,6-dioxaoctane

929-59-9

Di-tert-butyl dicarbonate

24424-99-5

Boc-1-amino-3,6-dioxa-8-octanediamine

153086-78-3

General procedure: A dichloromethane solution (10 mL/mmol) of 1,8-diamino-3,6-dioxaoctane (1 eq.) was treated with di-tert-butyl dicarbonate (0.15 eq.) at 0 °C, kept at 0 °C for 5 hours, and then the reaction was continued at room temperature for 18 hours. Upon completion of the reaction, the organic phase was washed with water until all unreacted 1,8-diamino-3,6-dioxaoctane was removed by extraction. The organic phase was dried over anhydrous magnesium sulfate and recovered quantitatively to give the Boc-protected product tert-butyl 2-(2-(2-aminoethoxy)ethoxy)ethylcarbamate, which was concentrated under vacuum. The product characterization data were as follows:11a: 1H NMR (300 MHz, CDCl3): 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).11b: 1H NMR ( 300 MHz, CDCl3): 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).

[IC 50]

PEGs
[References]

[1] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 15, p. 4208 - 4212
[2] Tetrahedron, 2012, vol. 68, # 52, p. 10818 - 10826
[3] Journal of Medicinal Chemistry, 1994, vol. 37, # 17, p. 2678 - 2685
[4] Journal of the American Chemical Society, 2013, vol. 135, # 34, p. 12684 - 12689
[5] Tetrahedron, 2017, vol. 73, # 33, p. 4972 - 4978
Spectrum DetailBack Directory
[Spectrum Detail]

Boc-1-amino-3,6-dioxa-8-octanediamine(153086-78-3)1HNMR
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