ChemicalBook > CAS DataBase List > Hydroxy-PEG3-t-butylester

Hydroxy-PEG3-t-butylester

Product Name
Hydroxy-PEG3-t-butylester
CAS No.
133803-81-3
Chemical Name
Hydroxy-PEG3-t-butylester
Synonyms
TERT-BUTYL 3-(2-(2-HYDROXYETHOXY)ETHOXY)PROPANOATE;HO-PEG2-CH2CH2COOtBu;OH-PEG2-TBA;HO-PEG2-COOtBu;OH-PEG2-CH2CH2COOtBu;HO-PEG2-t-Butyl ester;Hydroxy-PEG2-(CH2)2-Boc;Hydroxy-PEG3-t-butylester;Hydroxy-PEG2-t-butyl ester;tert-Butyl PEG2 propanoate
CBNumber
CB33048721
Molecular Formula
C11H22O5
Formula Weight
234.29
MOL File
133803-81-3.mol
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Hydroxy-PEG3-t-butylester Property

Boiling point:
321.8±22.0 °C(Predicted)
Density 
1.046±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Soluble in DMSO
form 
clear liquid
pka
14.36±0.10(Predicted)
color 
Colorless to Almost colorless
InChI
InChI=1S/C11H22O5/c1-11(2,3)16-10(13)4-6-14-8-9-15-7-5-12/h12H,4-9H2,1-3H3
InChIKey
OKOWESVURLUVMD-UHFFFAOYSA-N
SMILES
C(OC(C)(C)C)(=O)CCOCCOCCO
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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

H312Harmful in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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

TCI Chemical
Product number
P2719
Product name
PEG3-carboxylic Acid tert-Butyl Ester
Packaging
1G
Price
$50
Updated
2025/07/31
TCI Chemical
Product number
P2719
Product name
PEG3-carboxylic Acid tert-Butyl Ester
Packaging
5G
Price
$245
Updated
2025/07/31
TRC
Product number
H953233
Product name
Hydroxy-PEG2-t-butylEster
Packaging
500mg
Price
$110
Updated
2021/12/16
ChemScene
Product number
CS-0058621
Product name
Hydroxy-PEG2-(CH2)2-Boc
Purity
≥97.0%
Packaging
1g
Price
$63
Updated
2021/12/16
AK Scientific
Product number
J93586
Product name
Hydroxy-PEG2-t-butylester
Packaging
1g
Price
$65
Updated
2021/12/16
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Hydroxy-PEG3-t-butylester Chemical Properties,Usage,Production

Description

Hydroxy-PEG2-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

Hydroxy-PEG2-(CH2)2-Boc is an ADC linker for the synthesis of antibody drug conjugates (ADC), Hydroxy-PEG2-(CH2)2-Boc is derived from patent WO2004008101A2 (compound 196). Hydroxy-PEG2-(CH2)2-Boc can also be used as a PROTAC linker for PROTAC synthesis.

Synthesis

1663-39-4

111-46-6

133803-81-3

Example 1: Synthesis of tert-butyl 3-(2-(2-hydroxyethoxy)ethoxy)propionate (84) In 350 mL of anhydrous tetrahydrofuran (THF), 80 mg (0.0025 mol) of sodium metal and diethylene glycol (150.1 g, 1.41 mol) were added and stirred until the sodium metal was completely dissolved. Subsequently, tert-butyl acrylate (24 mL, 0.33 mol) was added. The reaction mixture was stirred at room temperature for 20 h. After completion of the reaction, it was neutralized with 8 mL of 1.0 M hydrochloric acid (HCl). The solvent was removed by distillation under reduced pressure and the residue was suspended in 250 mL of brine and extracted with ethyl acetate (3 x 125 mL). The organic layers were combined, washed sequentially with 100 mL of brine and 100 mL of water, dried over anhydrous sodium sulfate, and the solvent was removed under reduced pressure. The resulting colorless oil was dried under vacuum to give 60.27 g (78% yield) of the target product 84. Product Characterization: 1H NMR (CDCl3): δ 1.41 (s, 9H), 2.49 (t, 2H, J = 6.4 Hz), 3.59-3.72 (m, 10H). ESI MS m/z: [M-H]- calcd for C11H21O5, 233.15; found, 233.40.

in vitro

ADCs are comprised of an antibody to which is attached an ADC cytotoxin through an ADC linker.

IC 50

Non-cleavable Linker; PEGs; Alkyl/ether

References

[1] Synthesis (Germany), 2014, vol. 46, # 10, p. 1399 - 1406
[2] Patent: WO2015/155753, 2015, A2. Location in patent: Page/Page column 84
[3] Journal of the American Chemical Society, 2011, vol. 133, # 10, p. 3230 - 3233
[4] Synthetic Communications, 2004, vol. 34, # 13, p. 2425 - 2432
[5] Patent: WO2018/2902, 2018, A1. Location in patent: Page/Page column 46

Hydroxy-PEG3-t-butylester Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Hydroxy-PEG3-t-butylester manufacturers

LAURENT
Product
HO-PEG2-CH2CH2COOtBu 133803-81-3
Price
US $11.97/g
Min. Order
10g
Purity
98%
Supply Ability
200kg
Release date
2025-11-17
Xian confluore Biological Technology Co., Ltd.
Product
Hydroxy-PEG2-t-butyl ester 133803-81-3
Price
US $0.00/g
Min. Order
25g
Purity
>98.00%
Supply Ability
25g
Release date
2024-03-25
Career Henan Chemical Co
Product
tert-butyl 3-[2-(2-hydroxyethoxy)ethoxy]propanoate 133803-81-3
Price
US $8.80/KG
Min. Order
1KG
Purity
97%-99%
Supply Ability
100kg
Release date
2019-07-09

133803-81-3, Hydroxy-PEG3-t-butylesterRelated Search:


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  • OH-PEG2-CH2CH2COOtBu
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  • Hydroxy-PEG2-t-butyl ester
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  • 133803-81-3
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