PEG4-tert-butyl acetate
- Product Name
- PEG4-tert-butyl acetate
- CAS No.
- 169751-72-8
- Chemical Name
- PEG4-tert-butyl acetate
- Synonyms
- OH-PEG4-CH2COOH;OH-PEG4-CH2COOtBu;HO-PEG4-CH2COOtBu;HO-PEG4-CH2CO2t-Bu;PEG5-t-butyl acetate;Hydroxy-PEG4-CH2-Boc;Hydroxy-PEG4-CH2COOtBu;Hydroxy-PEG4-CH2CO2tBu;EG4-tert-butyl acetate;PEG5-tert-butyl acetate
- CBNumber
- CB73049630
- Molecular Formula
- C14H28O7
- Formula Weight
- 308.37
- MOL File
- 169751-72-8.mol
PEG4-tert-butyl acetate Property
- Boiling point:
- 393.1±32.0 °C(Predicted)
- Density
- 1.077±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- Soluble in Water, DMSO, DCM, DMF
- pka
- 14.36±0.10(Predicted)
- form
- Liquid
- color
- Colorless to light yellow
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
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.
N-Bromosuccinimide Price
- Product number
- AS118042
- Product name
- HO-PEG4-CH2COOtBu
- Purity
- 97+%
- Packaging
- 1g
- Price
- $225
- Updated
- 2021/12/16
- Product number
- 7226DN
- Product name
- Tert-Butyl14-hydroxy-3,6,9,12-tetraoxatetradecan-1-oate
- Packaging
- 1g
- Price
- $424
- Updated
- 2021/12/16
- Product number
- BIPG1425
- Product name
- HO-PEG4-CH2CO2t-Bu
- Packaging
- 250mg
- Price
- $662
- Updated
- 2021/12/16
- Product number
- AS118042
- Product name
- HO-PEG4-CH2COOtBu
- Purity
- 97+%
- Packaging
- 5G
- Price
- $842
- Updated
- 2021/12/16
- Product number
- BP-22028
- Product name
- Hydroxy-PEG4-CH2CO2tBu
- Purity
- 95%
- Packaging
- 5G
- Price
- $1940
- Updated
- 2021/12/16
PEG4-tert-butyl acetate Chemical Properties,Usage,Production
Description
Hydroxy-PEG4-CH2CO2tBu is a PEG linker containing a hydroxyl group with a t-butyl protected carboxyl group. 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-PEG4-CH2-Boc is a PEG-based PROTAC linker can be used in the synthesis of PROTACs.
Synthesis
112-60-7
5292-43-3
169751-72-8
GENERAL STEPS: To a stirred mixture of tert-butyl 2-bromoacetate (5.4 mL, 36.6 mmol) and 2,2'-((oxo-bis(ethane-2,1-diyl))bis(oxy))diethanol (35.0 mL, 203 mmol) in DMSO (50 mL) was added in two additions of NaH (1.6217 g, 40.6 mmol, a 60% oil solution). The reaction mixture was slowly warmed to room temperature with continuous stirring for 23 hours. Subsequently, the reaction solution was diluted with water (50 mL), saturated with NaCl (50 g), stirred for 5 min and extracted with ether (3 x 100 mL). The organic phases were combined and concentrated. The residue was dissolved in dichloromethane (50 mL) and water (25 mL) and stirred for 5 minutes. The organic phases were separated by a phase separator, concentrated, and purified using an 80 g silica gel column with a gradient of ethyl acetate in hexanes as eluent (50-100%) to afford tert-butyl 14-hydroxy-3,6,9,12-tetraoxatetradecane-1-carboxylate (8.2 g, 72.7% yield) as a light yellow oil. rf = 0.08 (ethyl acetate). NMR hydrogen spectrum (400 MHz, CDCl3) δ 4.02 (d, J = 1.0 Hz, 2H), 3.75-3.60 (m, 12H), 1.47 (s, 9H) ppm. low-resolution mass spectrometry (ESI) m/z: C14H28O7 Calculated value: 308.3679; Measured value: 330.95 (M + Na)+; Measured value: 347.01 (M + K)+.
References
[1] Patent: WO2018/200981, 2018, A1. Location in patent: Paragraph 0209; 0294-0295
[2] Journal of Medicinal Chemistry, 2018, vol. 61, # 2, p. 583 - 598
[3] Patent: US2018/177750, 2018, A1. Location in patent: Paragraph 1106
PEG4-tert-butyl acetate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from PEG4-tert-butyl acetate manufacturers
- Product
- PEG4-tert-butyl acetate 169751-72-8
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 200kg
- Release date
- 2020-01-09