Hydroxy-PEG4-t-butyl ester

Product Name: Hydroxy-PEG4-t-butyl ester
CAS No.: 518044-32-1
Chemical Name: Hydroxy-PEG4-t-butyl ester
Synonyms: OH-PEG4-TBA;HO-PEG4-TBA;HO-PEG4-COOtBu;NH2-PEG4-COOtBu;HO-PEG4-C2COOtBu;PEG5-t-butly ester;HO-PEG4-CH2CH2COOTBU;OH-PEG4-CH2CH2COOtBu;Hydroxy-PEG4-(CH2)2-Boc;HO-PEG4 tert-Butyl Ester
CBNumber: CB32747166
Molecular Formula: C15H30O7
Formula Weight: 322.39
MOL File: 518044-32-1.mol

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Hydroxy-PEG4-t-butyl ester Property

Boiling point:: 406.8±35.0 °C(Predicted)
Density: 1.04746 g/mL
refractive index: n/D 1.4492
storage temp.: 2-8°C
solubility: Soluble in Water, DCM
pka: 14.36±0.10(Predicted)
form: liquid
color: Colorless to Light yellow to Light orange
InChI: InChI=1S/C15H30O7/c1-15(2,3)22-14(17)4-6-18-8-10-20-12-13-21-11-9-19-7-5-16/h16H,4-13H2,1-3H3
InChIKey: FJRDXEGYAVAMLB-UHFFFAOYSA-N
SMILES: C(OC(C)(C)C)(=O)CCOCCOCCOCCOCCO

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Safety

HS Code: 2918999090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

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: 902586
Product name: Hydroxy-PEG4-t-butyl ester
Packaging: 1g
Price: $197.4
Updated: 2025/07/31

Sigma-Aldrich

Product number: 902586
Product name: Hydroxy-PEG4-t-butyl ester
Packaging: 250mg
Price: $74.6
Updated: 2023/06/20

TCI Chemical

Product number: B5901
Product name: PEG5-Carboxylic Acid tert-Butyl Ester
Packaging: 1G
Price: $100
Updated: 2025/07/31

TCI Chemical

Product number: B5901
Product name: PEG5-Carboxylic Acid tert-Butyl Ester
Packaging: 5G
Price: $338
Updated: 2025/07/31

TRC

Product number: H936410
Product name: Hydroxy-Peg4-T-ButlyEster
Packaging: 500mg
Price: $155
Updated: 2021/12/16

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Hydroxy-PEG4-t-butyl ester Chemical Properties,Usage,Production

Description

Hydroxy-PEG4-t-butyl ester is a PEG linker containing a hydroxyl group with a t-butyl ester. The hydrophilic PEG spacer increases solubility in aqueous media. The hydroxyl group enables further derivatization or replacement with other reactive functional groups. The t-butyl protected carboxyl group can be deprotected under acidic conditions.

Uses

This heterobifunctional, PEGylated crosslinker features a hydroxyl group at one end and t-butyl-protected carboxylic acid at the other, which can be deprotected with acidic conditions. The hydrophillic PEG linker facilitates solubility in biological applications. Hydroxy-PEG4-t-butyl ester 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: cross-linking reagent

Synthesis

112-60-7

1663-39-4

518044-32-1

GENERAL STEPS: A piece of sodium (~1/4 cm) was added to an anhydrous tetrahydrofuran (THF, 125 mL) solution of tetraethylene glycol triacetonide (40.61 mL; 45.64 g; 235 mmol). After the sodium was fully reacted, tert-butyl acrylate (11.98 mL; 10.57 g; 82.5 mmol) was added dropwise over 20 min and the reaction mixture was stirred overnight at room temperature. Upon completion of the reaction, the pH was adjusted to 7-8 with 1N NaOH solution and the solvent was subsequently removed under reduced pressure. The residue was dissolved in a mixed solution of saturated NaHCO3 and NaCl (75 mL) and extracted with ethyl acetate (EtOAc, 3 x 100 mL). The organic layers were combined, dried with anhydrous magnesium sulfate (MgSO4), filtered, and the solvent evaporated under reduced pressure to afford tert-butyl-15-hydroxy-4,7,10,13-tetraoxapentadecanoate (21.87 g; 67.8 mmol; 82% yield, based on calculation of tert-butyl acrylate) as a colorless oil. The product was characterized by 1H-NMR (500 MHz, CDCl3, TMS) and 13C{1H}-NMR (126 MHz, CDCl3, TMS) with the following data: 1H-NMR δ [ppm] = 3.77-3.57 (m, 18H, OCH2); 3.01 (bs, 1H, OH); 2.51 (t, 2H, J = 6.6 Hz, CH2COO'Bu); 1.45 (s, 9H, C(CH3)3); 13C{1H}-NMR δ [ppm] = 171.1 (COO); 80.7 (C(CH3)3); 72.6 / 70.8 / 70.7 / 70.6 / 70.5 / 67.0 (OCH2); 61.9 (HOCH2); 36.4 ( CH2CO); 28.2 (C(CH3)3).

IC 50

Non-cleavable Linker; Alkyl/ether; PEGs

References

[1] Synthetic Communications, 2004, vol. 34, # 13, p. 2425 - 2432
[2] Patent: WO2016/146638, 2016, A1. Location in patent: Page/Page column 20
[3] Patent: WO2017/147542, 2017, A2. Location in patent: Paragraph 00162
[4] Patent: WO2018/89373, 2018, A2. Location in patent: Paragraph 0638-0639
[5] Tetrahedron, 2011, vol. 67, # 12, p. 2251 - 2259

Hydroxy-PEG4-t-butyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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Hydroxy-PEG4-t-butyl ester Suppliers

Americas 1 China 131 Europe 1 India 2 Japan 1 United Kingdom 1 United States 10 Global 147

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View Lastest Price from Hydroxy-PEG4-t-butyl ester manufacturers

LAURENT

Product: HO-PEG4-CH2CH2COOtBu 518044-32-1
Price: US $8379.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 300kg
Release date: 2025-11-17

XIAMEN SINOPEG BIOTECH CO., LTD.

Product: tert-butyl 1-hydroxy-3,6,9,12-tetraoxapentadecan-15-oate 518044-32-1
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

Xian confluore Biological Technology Co., Ltd.

Product: Hydroxy-PEG4-t-butyl ester 518044-32-1
Price: US $0.00/g
Min. Order: 25g
Purity: >98.00%
Supply Ability: 25g
Release date: 2024-03-25

518044-32-1, Hydroxy-PEG4-t-butyl esterRelated Search:

Hydroxy-PEG4-CH2CO2Me Bis-PEG6-t-butyl ester tert-Butyl 3-[2-(2-{2-[2-(2-tert-butoxycarbonylethoxy)ethoxy]ethoxy}ethoxy) -ethoxy]propionate 3-[2-(2-Hydroxyethoxy)ethoxy]propanoic acid PEG4-acid HO-PEG6-CH2CH2COOH α,ω-dipropionic acid tetraethylene glycol Bis-PEG6-acid alpha-[3-(1,1-Dimethylethoxy)-3-oxopropyl]-omega-hydroxypoly(oxy-1,2-ethanediyl) HO-PEG8-CH2CH2COOH Hydroxy-PEG5-acid PEG5-acid PEG7-t-butly ester PEG9-t-butly ester HO-PEG10-tBu Hydroxy-PEG3-t-butylester Hydroxy-PEG9-t-butyl ester TERT-BUTYL 12-HYDROXY-4 7 10-TRIOXA-

HO-PEG4-CH2CH2COOTBU

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PEG5-t-butly ester

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OH-PEG4-CH2CH2COOtBu

OH-PEG4-TBA

HO-PEG4-COOtBu

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HYDROXY-PEG4-PROPANOIC ACID T-BUTYL ESTER

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tert-butyl 3-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)propanoate

Hydroxy-PEG4-(CH2)2-Boc

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tert-Butyl PEG4 propanoate

PEG5-Carboxylic Acid tert-Butyl Ester

1-Hydroxy-3,6,9,12-tetraoxapentadecan-15-oic Acid tert-Butyl Ester

HO-PEG4 tert-Butyl Ester

Hydroxy-dPEG4-t-butyl ester

HO-PEG4-CH2CH2COOtBu /4,7,10,13-Tetraoxapentadecanoic acid, 15-hydroxy-, 1,1-dimethylethyl ester

HO-PEG4-TBA

NH2-PEG4-COOtBu

HO-PEG4-C2COOtBu

Hydroxy-dPEG??-t-butyl ester (QBD-10223)

518044-32-1

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