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TERT-BUTYL 12-HYDROXY-4 7 10-TRIOXA-

Product Name
TERT-BUTYL 12-HYDROXY-4 7 10-TRIOXA-
CAS No.
186020-66-6
Chemical Name
TERT-BUTYL 12-HYDROXY-4 7 10-TRIOXA-
Synonyms
HO-PEG3-tBu;OH-PEG3-TBA;HO-PEG3-COOtBu;OH-PEG3-(CH2)2-Boc;HO-PEG3-CH2CH2COOtBu;OH-PEG3-CH2CH2COOtBu;HO-PEG3-t-Butyl ester;Hydroxy-PEG4-t-butyles;Hydroxy-PEG3-(CH2)2-Boc;12-HYDROXY-4 7 10-TRIOXA-
CBNumber
CB1497771
Molecular Formula
C13H26O6
Formula Weight
278.34
MOL File
186020-66-6.mol
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TERT-BUTYL 12-HYDROXY-4 7 10-TRIOXA- Property

Boiling point:
365.8±27.0 °C(Predicted)
Density 
1.052 g/mL at 20 °C (lit.)
refractive index 
n20/D 1.446
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Soluble in DMSO
form 
clear liquid
pka
14.36±0.10(Predicted)
color 
Colorless to Light yellow to Light orange
BRN 
7638988
InChI
InChI=1S/C13H26O6/c1-13(2,3)19-12(15)4-6-16-8-10-18-11-9-17-7-5-14/h14H,4-11H2,1-3H3
InChIKey
KSXVEOLRERRELV-UHFFFAOYSA-N
SMILES
C(OC(C)(C)C)(=O)CCOCCOCCOCCO
CAS DataBase Reference
186020-66-6
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Safety

WGK Germany 
3
10
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

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
83062
Product name
tert-Butyl 12-hydroxy-4,7,10-trioxadodecanoate
Purity
≥97.0%(GC)
Packaging
5G
Price
$298
Updated
2025/07/31
Sigma-Aldrich
Product number
83062
Product name
tert-Butyl 12-hydroxy-4,7,10-trioxadodecanoate
Purity
≥97.0%(GC)
Packaging
1g
Price
$78.2
Updated
2023/06/20
TCI Chemical
Product number
B5587
Product name
tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate
Purity
>97.0%(GC)
Packaging
1g
Price
$68
Updated
2025/07/31
TCI Chemical
Product number
B5587
Product name
tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate
Purity
>97.0%(GC)
Packaging
5g
Price
$272
Updated
2025/07/31
TRC
Product number
B809908
Product name
tert-Butyl 12-hydroxy-4,7,10-trioxadodecanoate
Packaging
100mg
Price
$60
Updated
2021/12/16
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TERT-BUTYL 12-HYDROXY-4 7 10-TRIOXA- Chemical Properties,Usage,Production

Description

Hydroxy-PEG3-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.

Biological Activity

Tert-Butyl-12-hydroxy-4,7,10-trioxadodecanoate is an ADC linker for the synthesis of antibody drug conjugates (ADC), it is derived from patent WO2004008101A2 (compound 196). It can also be used as a PROTAC linker for PROTAC synthesis. .

Synthesis

1663-39-4

112-27-6

186020-66-6

Synthesis of Compound 71; Step a: Sodium metal (0.10 g, 4.35 mmol) was slowly added to an anhydrous tetrahydrofuran (250 mL) solution of triethylene glycol (64.0 mL, 0.48 mol) at room temperature. After the sodium was completely dissolved, tert-butyl acrylate (24.0 mL, 0.164 mol) was added dropwise to the system. The reaction mixture was stirred continuously at room temperature for 20 h. The reaction was subsequently neutralized with 1.0 N hydrochloric acid solution (4 mL). After removal of the solvent by distillation under reduced pressure, the residue was suspended in saturated aqueous sodium chloride solution and extracted with ethyl acetate (3 x 70 mL). The organic phases were combined, washed with saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate. After concentration under reduced pressure to remove the solvent, the tert-butyl acrylate adduct (40.23 g, 0.157 mol, 96% yield) was obtained as a colorless oil, which could be used for subsequent reactions without further purification. The product was analyzed by high performance liquid chromatography (HPLC): retention time t R = 10.2 min.

in vitro

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

target

Non-cleavable

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PEGs

Alkyl/ether

References

[1] Patent: US2006/228325, 2006, A1. Location in patent: Page/Page column 63
[2] Patent: CN105524053, 2016, A. Location in patent: Paragraph 0468; 0469; 0470
[3] Journal of Organic Chemistry, 1997, vol. 62, # 4, p. 813 - 826
[4] Organic and Biomolecular Chemistry, 2015, vol. 13, # 1, p. 81 - 97
[5] Patent: US9301951, 2016, B2. Location in patent: Page/Page column 295

TERT-BUTYL 12-HYDROXY-4 7 10-TRIOXA- Preparation Products And Raw materials

Raw materials

Preparation Products

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TERT-BUTYL 12-HYDROXY-4 7 10-TRIOXA- Suppliers

Jilin Chinese Academy of Sciences - Yanshen Technology Co., Ltd
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View Lastest Price from TERT-BUTYL 12-HYDROXY-4 7 10-TRIOXA- manufacturers

LAURENT
Product
HO-PEG3-CH2CH2COOtBu 186020-66-6
Price
US $7315.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
300kg
Release date
2025-11-17
LAURENT
Product
HO-PEG3-CH2CH2COOtBu 186020-66-6
Price
US $7315.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
300kg
Release date
2025-11-17
ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
Hydroxy-PEG3-(CH2)2-Boc 186020-66-6
Price
US $1.60-6.60/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2025-06-19

186020-66-6, TERT-BUTYL 12-HYDROXY-4 7 10-TRIOXA-Related Search:


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  • Hydroxy-PEG3-(CH2)2-Boc
  • OH-PEG3-CH2CH2COOtBu
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  • HO-PEG3-t-Butyl ester
  • tert-Butyl 3-(2-(2-(2-hydroxyethoxy)
  • 12-HYDROXY-4 7 10-TRIOXA-
  • Hydroxy-PEG4-t-butyles
  • TERT-BUTYL 12-HYDROXY-4 7 10-TRIOXA-
  • HO-PEG3-tBu
  • HO-PEG3-CH2CH2COOtBu
  • 3-[2-[2-(2-Hydroxyethoxy)ethoxy]ethoxy]propionic acid tert-butyl ester
  • tert-Butyl 12-hydroxy-4,7,10-trioxadodecanoate >=97.0% (GC)
  • Hydroxy-PEG4-t-butylester
  • Propanoic acid, 3-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]-, 1,1-dimethylethyl ester
  • HO(CH2CH2O)3CH2CH2COOT-BU
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  • OH-PEG3-(CH2)2-Boc
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  • <i>tert</i>-Butyl 12-hydroxy-4,7,10-trioxadodecanoate
  • 186020-66-6
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