CAS 217817-01-1 Tos-PEG4-t-butyl ester (HCID 60146205)

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Basic information

CAS: 217817-01-1
Standard SMILES: Cc1ccc(S(=O)(=O)OCCOCCOCCOCCC(=O)OC(C)(C)C)cc1
InChIKey: AAQWIVKRAHBPDM-UHFFFAOYSA-N
Molecular formula: C20H32O8S
Average molar mass: 432.5 g/mol
Monoisotopic mass: 432.18178898

Names & identifiers

Preferred name: Tos-PEG4-t-butyl ester
IUPAC: tert-butyl 3-[2-[2-[2-(4-methylphenyl)sulfonyloxyethoxy]ethoxy]ethoxy]propanoate
English name: Tos-PEG4-t-butyl ester
Molecular formula: C20H32O8S
Molecular weight: 432.53

Names & synonyms

Tos-PEG4-t-butyl esterRefChem:898626875-653-5217817-01-1MFCD22201544Tos-PEG3-CH2CH2COOtBuTos-PEG4-t-butyl ester (Tos-PEG4-Boc)1,1-Dimethylethyl 3-[2-[2-[2-[[(4-methylphenyl)sulfonyl]oxy]ethoxy]ethoxy]ethoxy]propanoate3-(2-{2-[2-(Toluene-4-sulfonyloxy)-ethoxy]-ethoxy}-ethoxy)-propionic acid tert-butyl estertert-butyl 3-(2-(2-(2-(tosyloxy)ethoxy)ethoxy)ethoxy)propanoatetert-butyl 3-[2-(2-{2-[(4-methylbenzenesulfonyl)oxy]ethoxy}ethoxy)ethoxy]propanoatetert-butyl 3-[2-[2-[2-(4-methylphenyl)sulfonyloxyethoxy]ethoxy]ethoxy]propanoate

Show more names

Tos-PEG3-COOtBuPropanoic acid, 3-[2-[2-[2-[[(4-methylphenyl)sulfonyl]oxy]ethoxy]ethoxy]ethoxy]-, 1,1-dimethylethyl ester

Propanoic acid,3-[2-[2-[2-[[(4-methylphenyl)sulfonyl]oxy]ethoxy]ethoxy]ethoxy]-,1,1-dimethylethyl esterTOS-PEG3-T-BUTYLESTERtert-Butyl 3-[2-[2-[2-(Tosyloxy)ethoxy]ethoxy]ethoxy]propanoateTos-PEG4-BocSCHEMBL40180orb1909254AAQWIVKRAHBPDM-UHFFFAOYSA-NDTXSID701120878

Properties

Computed structural properties

XLogP: 1.9
Topological polar surface area: 106 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 8
Rotatable bonds: 16
Heavy atoms: 29
Formal charge: 0
Complexity: 542

Physicochemical properties

Boiling point: 528.5 · 528.5±45.0 °C(Predicted)
Density: 1.154 · 1.154±0.06 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
form: Liquid
color: Colorless to light yellow
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319
Precautionary statements: 264 · P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Safety data

Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H315-H319
Precautionary statements: P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313

Chemistry & industry

Applications · 2 items

DescriptionTos-PEG4-t-butyl ester is a PEG linker containing a t-butyl ester and a tosyl group. The hydrophilic PEG spacer increases solubility in aqueous media. The t-butyl protected carboxyl group can be deprotected under acidic conditions. The tosyl group is a very good leaving group for nucleophilic substitution reactions.

UsesTos-PEG4-t-butyl ester (Tos-PEG4-Boc) is a PROTAC linker, which refers to the PEG composition. Tos-PEG4-t-butyl ester (Tos-PEG4-Boc) can be used in the synthesis of a series of PROTACs, such as BI-3663 (HY-111546). BI-3663 is a highly selective PTK2/FAK PROTAC, with cereblon ligands to hijack E3 ligases for PTK2 degradation, and inhibits PTK2 with an IC50 of 18 nM[1].