tert-Butyl 12-amino-4,7,10-trioxadodecanoate

Base Information

• Chemical Name: tert-Butyl 12-amino-4,7,10-trioxadodecanoate
• CAS No.: 252881-74-6
• Molecular Formula: C13H27 N O5
• Molecular Weight: 277.361
• Hs Code.: 2922509090
• European Community (EC) Number: 627-912-7
• DSSTox Substance ID: DTXSID40584975
• Nikkaji Number: J2.710.460F
• Wikidata: Q72436567
• Mol file: 252881-74-6.mol

Synonyms:252881-74-6;Amino-PEG3-t-butyl ester;tert-Butyl 12-amino-4,7,10-trioxadodecanoate;Amino-PEG3-COOtBu;tert-butyl 3-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)propanoate;NH2-PEG3-C2-Boc;H2N-PEG3-CH2CH2COOtBu;H2N-PEG3-tBu;Amine PEG3-t-butyl ester;TERT-BUTYL 3-{2-[2-(2-AMINOETHOXY)ETHOXY]ETHOXY}PROPANOATE;Amino- PEG3-t-butyl ester;tert-butyl 3-(2-(2-(2-aminoethoxyl)ethoxy)ethoxy)propanoate;H2N-PEG3-CH2CH2-t-butylester;MFCD06201017;12-Amino-4,7,10-trioxadodecanoic acid tert-butyl ester;tert-butyl 3-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]propanoate;3-[2-[2-(2-Aminoethoxy)ethoxy]ethoxy]propionic acid tert-butyl ester;Propanoic acid, 3-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]-, 1,1-dimethylethyl ester;TERT-BUTYL 12-AMINO-4 7 10-TRIOXA-DODECA;tert-butyl 3-{2-[2-(2-aminoethoxyl)ethoxy]ethoxy}propanoate;NH2-PEG3-CH2CH2COOtBu;SCHEMBL39727;C13H27NO5;AMY4534;DTXSID40584975;CWFSAZJIJBTKRC-UHFFFAOYSA-N;Amino-PEG3-acid tert-Butyl Ester;ZB0964;AKOS027320427;AS-73626;BP-20697;SY122468;HY-135804;B5586;CS-0114210;H10967;EN300-6493670;A903087;J-015913;tert-butyl3-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)propanoate;tert-butyl 3-(2-(2-(2-aminoethoxy)ethoxy) ethoxy)propanoate;3-{2-[2-(2-Amino-ethoxy)-ethoxy]-ethoxy}-propionic acid tert-butyl ester;tert-Butyl 12-amino-4,7,10-trioxadodecanoate, technical, >=80% (T)

Chemical Property of tert-Butyl 12-amino-4,7,10-trioxadodecanoate

Chemical Property:

• Vapor Pressure: 7.78E-07mmHg at 25°C
• Refractive Index: 1.45
• Boiling Point: 365.8°C at 760 mmHg
• PKA: 8.74±0.10(Predicted)
• Flash Point: 169.7 °C
• PSA: 80.01000
• Density: 1.057g/cm³
• LogP: 1.42700
• Storage Temp.: −20°C
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 13
• Exact Mass: 277.18892296
• Heavy Atom Count: 19
• Complexity: 228

Purity/Quality:

98% ^*data from raw suppliers

H2N-PEG3-CH2CH2-t-butylester 95% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CCOCCOCCOCCN
• Description: Amino-PEG3-t-butyl ester is a PEG linker containing an amino group with a t-butyl protected carboxyl 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 t-butyl protected carboxyl group can be deprotected under acidic conditions.
• Uses: tert-Butyl 12-amino-4,7,10-trioxadodecanoate is generally used as a spacer or linker in bioconjugate chemistry. Some of its applications are:Synthesis of the tetanus-toxin conjugate of MUC1 glycopeptide antigen, as a potential antitumor vaccine.Synthesis of self-assembled monolayer-based surface-enhanced raman scattering (SERS) labels for immuno-SERS microscopy.Synthesis of polycationic adamantane-based dendrons for cell imaging.Synthesis of phthalocyanine (Pc)-peptide conjugates as potential fluorescence imaging agents for cancers overexpressing epidermal growth factor receptors (EGFR).

Technology Process of tert-Butyl 12-amino-4,7,10-trioxadodecanoate

There total 11 articles about tert-Butyl 12-amino-4,7,10-trioxadodecanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

tert-Butyl 3-(2-(2-(2-azidoethoxyl)ethoxy)ethoxy)propanoate (252881-73-5) → tert-butyl 3-(2-(2-(2-aminoethoxyl)ethoxy)ethoxy)propanoate (252881-74-6,872340-65-3)

Guidance literature:

With hydrogen; sodium hydroxide; In water; isopropyl alcohol; at 20 ℃; for 15h; pH=8; Inert atmosphere;

DOI:10.1039/c4ob01339e

Reference yield:

tert-Butyl 3-(2-(2-(2-azidoethoxyl)ethoxy)ethoxy)propanoate (252881-73-5) → tert-butyl 3-(2-(2-(2-aminoethoxyl)ethoxy)ethoxy)propanoate (252881-74-6,872340-65-3) + aminobis(4,7,10-trioxadodecanoic acid tert-butyl ester) (1814901-03-5)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; under 1520.1 Torr;

Reference yield:

tert-Butyl acrylate (1663-39-4,25232-27-3) → tert-butyl 3-(2-(2-(2-aminoethoxyl)ethoxy)ethoxy)propanoate (252881-74-6,872340-65-3) + aminobis(4,7,10-trioxadodecanoic acid tert-butyl ester) (1814901-03-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium / tetrahydrofuran

1.2: 20 h / 20 °C

2.1: pyridine / acetonitrile / 5.5 h

3.1: sodium azide / N,N-dimethyl-formamide / 20 °C

4.1: hydrogen; palladium 10% on activated carbon / ethanol / 20 °C / 1520.1 Torr

With pyridine; sodium azide; palladium 10% on activated carbon; hydrogen; sodium; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

tert-Butyl 3-(2-(2-(2-azidoethoxyl)ethoxy)ethoxy)propanoate

3-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-propionic acid tert-butyl ester

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

tert-Butyl acrylate

Downstream raw materials:

3-{2-[2-(2-{4-[4-(3,5-Dioxo-hexyl)-phenylcarbamoyl]-butyrylamino}-ethoxy)-ethoxy]-ethoxy}-propionic acid tert-butyl ester

RF-Lys(OEG-Cbz)-O-octyl

tert-butyl 1-{[9-(5-amino-2-ethoxycarbonyl)phenyl]-3-oxo-3H-xanthen-6-yloxy}-2-oxo-6,9,12-trioxa-3-azapentadecan-15-oate

N-[9-(2-{[2-(tert-butylamino)-2-oxoethyl](2-{2-[2-(2-carboxy-ethoxy)ethoxy]ethoxy}ethyl)carbamoyl}phenyl)-6-(diethylamino)-3H-xanthen-3-ylidene]-N-ethylethanaminium chloride