ChemicalBook > CAS DataBase List > Boc-NH-PEG2-CH2COOH

Boc-NH-PEG2-CH2COOH

Product Name: Boc-NH-PEG2-CH2COOH
CAS No.: 108466-89-3
Chemical Name: Boc-NH-PEG2-CH2COOH
Synonyms: 2,2-DiMethyl-4-oxo-3,8,11-trioxa-5-azatridecan-13-oic acid;Boc-AEEA-OH;2-[2-[2-[(2-Methylpropan-2-yl)oxycarbonylaMino]ethoxy]ethoxy]acetic acid;Boc-O 2 Oc-OH;2-diMethyl-4-oxo-;BocNH-PEG2-CH2COOH;NHBoc-PEG2-CH2COOH;Boc-N-amido-PEG2-CH2CO2H;t-Boc-N-amido-PEG2-CH2CO2H;t-Boc-N-Amido-PEG2-CH2COOH
CBNumber: CB02639228
Molecular Formula: C11H21NO6
Formula Weight: 263.29
MOL File: 108466-89-3.mol

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Boc-NH-PEG2-CH2COOH Property

Boiling point:: 425.7±30.0 °C(Predicted)
Density: 1.145±0.06 g/cm3(Predicted)
storage temp.: -20°C
pka: 3.40±0.10(Predicted)
form: liquid
color: Yellow
InChI: InChI=1S/C11H21NO6/c1-11(2,3)18-10(15)12-4-5-16-6-7-17-8-9(13)14/h4-8H2,1-3H3,(H,12,15)(H,13,14)
InChIKey: OMBVJVWVXRNDSL-UHFFFAOYSA-N
SMILES: C(O)(=O)COCCOCCNC(=O)OC(C)(C)C

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Safety

HS Code: 2918999090

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 901577
Product name: t-Boc-N-amido-PEG2-CH2CO2H
Purity: ≥95%
Packaging: 50MG
Price: $25.83
Updated: 2025/07/31

TRC

Product number: B694050
Product name: 8-tert-Butyloxycarbonylamino-3,6-dioxaoctanoicAcid
Packaging: 2.5g
Price: $1260
Updated: 2021/12/16

Iris Biotech GmbH

Product number: PEG8080
Product name: Boc-O2Oc
Packaging: 25g
Price: $1350
Updated: 2021/12/16

ChemPep

Product number: 280209
Product name: Boc-AEEA
Packaging: 5g
Price: $250
Updated: 2021/12/16

Apolloscientific

Product number: BIPG1825
Product name: t-Boc-N-amido-PEG2-CH2CO2H
Packaging: 5g
Price: $540
Updated: 2021/12/16

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Boc-NH-PEG2-CH2COOH Chemical Properties,Usage,Production

Description

t-Boc-N-amido-PEG2-CH2CO2H is a PEG linker containing a terminal carboxylic acid and Boc-protected amino group. The hydrophilic PEG spacer increases solubility in aqueous media. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond. The Boc group can be deprotected under mild acidic conditions to form the free amine.

Uses

t-Boc-N-amido-PEG₂-CH₂CO₂H is a heterobifunctional, PEGylated crosslinker featuring a Boc-protected amine at one end and a carboxyl group at the other. The hydrophillic PEG linker facilitates solubility in biological applications. t-Boc-N-amido-PEG₂-CH₂CO₂H can be used for bioconjugation or as a building block for synthesis of small molecules, conjugates of small molecules and/or biomolecules, or other tool compounds for chemical biology and medicinal chemistry that require ligation. Examples of applications include its synthetic incorporation into antibody-drug conjugates or proteolysis-targeting chimeras (PROTAC^? molecules) for targeted protein degradation.

reaction suitability

reagent type: linker

Synthesis

To a stirred solution of 2-(2-(2-Aminoethoxy)ethoxy)acetic acid (5.0 g, 30.6 mmol) in 1,4-Dioxane (50 mL), Sodium carbonate (8.12 g, 76.5 mmol, dissolved in 10 mL water) and (Boc)2O (9.98 mL, 45.7 mmol) were added and stirred at room temperature for 12 h. The progress of the reaction was monitored by TLC. The reaction mass was partitioned between diethyl ether and water. Then, the aqueous layer was made acidic (pH = 3) by 3N HC1 solution and was extracted with DCM (2 x 200 mL). The organic layer was washed with water, and brine, dried over Na2504 and evaporated under reduced pressure to yield 50 g of pure Boc-NH-PEG2-CH2COOH (Yield:62.1 per cent).

IC 50

PEGs; Alkyl/ether

References

[1] Organic and Biomolecular Chemistry, 2008, vol. 6, # 17, p. 3065 - 3078
[2] Patent: US2015/73042, 2015, A1. Location in patent: Paragraph 0150; 0151
[3] Patent: WO2015/33303, 2015, A1. Location in patent: Page/Page column 26; 27

Boc-NH-PEG2-CH2COOH Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Boc-NH-PEG2-CH2COOH manufacturers

LAURENT

Product: BocNH-PEG2-CH2COOH 108466-89-3
Price: US $10.92/g
Min. Order: 50g
Purity: 98%
Supply Ability: 100kg
Release date: 2025-11-13

XIAMEN SINOPEG BIOTECH CO., LTD.

Product: 2,2-dimethyl-4-oxo-3,8,11-trioxa-5-azatridecan-13-oic acid 108466-89-3
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

PUSHAN INDUSTRIAL (SHAANXI) CO.,LTD

Product: 2,2-Dimethyl-4-oxo-3,8,11-trioxa-5-azatridecan-13-oic acid 108466-89-3
Price: US $0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1000 kgs
Release date: 2024-05-20

108466-89-3, Boc-NH-PEG2-CH2COOHRelated Search:

N-Boc-PEG6-alcohol N-BOC-AMINOEHTOXY-ETHOXY-ETHOXY-ETHANOL O-(2-AMinoethyl)-O'-[2-(Boc-aMino)ethyl]tetraethylene Glycol 5,8,11-Trioxa-2-azatridecanoic,13-amino,1,1-dimethylethyl ester O-[2-(Boc-amino)ethyl]-Oμ-(2-carboxyethyl)polyethylene glycol 3,000 Carbamic acid, [2-(2-aminoethoxy)ethyl]-, 1,1-dimethylethyl ester (9CI) O-(2-AMINOETHYL)-O-(2-(BOC-AMINO)ETHYL)OCTAETHYLENE GLYCOL BOC-21-AMINO-4,7,10,13,16,19-HEXAOXAHENEICOSANOIC ACID BOC-15-AMINO-4,7,10,13-TETRAOXAPENTADECANOIC ACID Z-8-aMino-3,6-dioxaoctanoic acid t-Boc-N-amido-PEG5-acid Boc-9-AMino-4,7-Dioxanonanoic acid 5,8,11,14-Tetraoxa-2-azahexadecanoic acid,16-amino-,1,1-dimethyl ester O-(2-AMINOETHYL)-O'-(2-(BOC-AMINO)ETHYL) t-Boc-N-amido-PEG2-acid 2,2-DIMETHYL-4-OXO-3,8,11,14-TETRAOXA-5-AZAHEXADECAN-16-OIC ACID t-Boc-N-amido-PEG1-acid

Boc-N-amido-PEG2-CH2CO2H

t-boc-N-amido-PEG2-acetic acid

3,8,11-Trioxa-5-azatridecan-13-oic acid, 2,2-diMethyl-4-oxo-

8-tert-butyloxycarbonylaMino-3,6-dioxaoctanoic acid

2,2-DiMethyl-4-oxo-3,8,11-trioxa-5-azatridecan-13-oic acid

2-[2-[2-[(2-Methylpropan-2-yl)oxycarbonylaMino]ethoxy]ethoxy]acetic acid

t-Boc-N-amido-PEG2-CH2CO2H

BocNH-PEG2-CH2COOH

T-BOC-NH-AMIDO-PEG2-CH2CO2H

2-[2-[2-(Boc-amino)ethoxy]ethoxy]acetic Acid

Boc-AEEA-OH

2-[2-(2-{[(tert-butoxy)carbonyl]amino}ethoxy)ethoxy]acetic acid

3,6,11-Trioxa-9-azatridecanoic acid, 12,12-dimethyl-10-oxo-

3,8,11-Trioxa-5-azatridecan-13-oic acid, 2,2-diMethyl-4-oxo- USP/EP/BP

11-Trioxa-5-azatridecan-13-oic acid

2-diMethyl-4-oxo-

NHBoc-PEG2-CH2COOH

t-Boc-N-Amido-PEG2-CH2COOH

N-Boc-8-amino-3,6-dioxaoctanoic acid

Boc-O 2 Oc-OH

2-[2-(2-([(tert-butoxy)carbonylaminoJethoxy)ethoxylacetic acid

2,2-dimethyl-4,13-dioxo-3,8,11-trioxa-5-azatetradecan-14-oic acid

Boc-NH-PEG2-CH2COOH/Boc-AEEA-OH

t-Boc-N-amido-PEG2-CH2CO2H

2- [2- (tert butoxycarbonylamino) ethoxy] ethoxyacetic acid

N-(tert-Butyloxycarbonyl)-8-amino-3,6-dioxaoctanoic acid

108466-89-3

137978-97-5

peg