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
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
Safety
- WGK Germany
- 3
- F
- 10
- HS Code
- 2918999090
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.
N-Bromosuccinimide Price
- 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
- 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
- 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
- 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
- Product number
- B809908
- Product name
- tert-Butyl 12-hydroxy-4,7,10-trioxadodecanoate
- Packaging
- 100mg
- Price
- $60
- Updated
- 2021/12/16
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 < span> | 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
TERT-BUTYL 12-HYDROXY-4 7 10-TRIOXA- Suppliers
- Tel
- 800-4238616
- Fax
- +1-888-520-1075 / +1-503-283-1987
- sales@tciamerica.com
- Country
- Americas
- ProdList
- 23653
- Advantage
- 75
View Lastest Price from TERT-BUTYL 12-HYDROXY-4 7 10-TRIOXA- manufacturers
- 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
- 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
- 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