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916846

Sigma-Aldrich

2-(1-(tert-Butoxycarbonyl)piperidin-4-yl)benzoic acid

95%

Synonym(s):

Semi-flexible linker for PROTAC® development

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About This Item

Empirical Formula (Hill Notation):
C17H23NO4
CAS Number:
Molecular Weight:
305.37
MDL number:
UNSPSC Code:
12352106

Quality Level

Assay

95%

form

powder

reaction suitability

reagent type: linker

functional group

Boc
carboxylic acid

storage temp.

2-8°C

SMILES string

O=C(N(CC1)CCC1C(C=CC=C2)=C2C(O)=O)OC(C)(C)C

InChI

1S/C17H23NO4/c1-17(2,3)22-16(21)18-10-8-12(9-11-18)13-6-4-5-7-14(13)15(19)20/h4-7,12H,8-11H2,1-3H3,(H,19,20)

InChI key

NPKPUCNATSURJQ-UHFFFAOYSA-N

Application

2-(1-(tert-Butoxycarbonyl)piperidin-4-yl)benzoic acid is a 4-aryl piperidine useful as a semi-flexible linker in PROTAC development for targeted protein degradation. Incorporation of rigidity into the linker region of bifunctional protein degraders may impact the 3D orientation of the degrader and thus ternary complex formation as well as optimization of drug-like properties.

Legal Information

PROTAC is a registered trademark of Arvinas Operations, Inc., and is used under license

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Hazard Statements

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Base- and Additive-Free Ir-Catalyzed ortho-Iodination of Benzoic Acids: Scope and Mechanistic Investigations
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Visible-light-induced intramolecular sp3 C-H oxidation of 2-alkyl-substituted benzamides for the synthesis of functionalized iminoisobenzofurans..
Wu L, et al.
Chemical Communications (Cambridge, England), 55, 13908-13911 (2019)

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