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917168

Sigma-Aldrich

tert-Butyl 4-(2-(hydroxymethyl)phenyl)piperidine-1-carboxylate

≥95%

Synonym(s):

Semi-flexible linker for PROTAC® development

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About This Item

Empirical Formula (Hill Notation):
C17H25NO3
CAS Number:
Molecular Weight:
291.39
MDL number:
UNSPSC Code:
12352116

Quality Level

assay

≥95%

form

powder

reaction suitability

reagent type: linker

functional group

Boc
hydroxyl

storage temp.

2-8°C

SMILES string

O=C(N(CC1)CCC1C2=C(CO)C=CC=C2)OC(C)(C)C

Application

tert-Butyl 4-(2-(hydroxymethyl)phenyl)piperidine-1-carboxylate 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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Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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David L Gray et al.
Bioorganic & medicinal chemistry letters, 19(23), 6604-6607 (2009-10-27)
Compounds that are both norepinephrine reuptake inhibitors (NRI) and 5-HT1(A) partial agonists may have the potential to treat neuropsychiatric disorders including attention deficit hyperactivity disorder (ADHD) and depression. Targeted screening of NRI-active compounds for binding to the 5-HT(1A) receptor provided

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