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920517

Sigma-Aldrich

6-(4-(tert-Butoxycarbonyl)-1,4-diazepan-1-yl)pyrazine-2-carboxylic acid

Synonym(s):

Rigid linker for PROTAC® development

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About This Item

Empirical Formula (Hill Notation):
C15H22N4O4
CAS Number:
1700483-37-9
Molecular Weight:
322.36
UNSPSC Code:
12352106

reaction suitability

reagent type: linker

Quality Level

100

functional group

Boc
carboxylic acid

storage temp.

2-8°C

SMILES string

CC(C)(OC(N1CCCN(C2=CN=CC(C(O)=O)=N2)CC1)=O)C

Related Categories

Application

6-(4-(tert-Butoxycarbonyl)-1,4-diazepan-1-yl)pyrazine-2-carboxylic acid is useful as a rigid linker in PROTAC development for targeted protein degradation as well as chemical conjugates. 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. Developed in partnership with ComInnex.

Similar linkers in this series:
920525
920681

Other Notes

Portal: Building PROTAC® Degraders for Targeted Protein Degradation

Crosslinkers for Bioconjugation

Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation

Legal Information

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

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3-(2-(tert-Butoxycarbonyl)-5-oxo-2,6-diazaspiro[3.6]decan-6-yl)benzoic acid

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5-(2-(tert-Butoxycarbonyl)-5-oxo-2,6-diazaspiro[3.6]decan-6-yl)picolinic acid

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920614

4-(2-(tert-Butoxycarbonyl)-5-oxo-2,6-diazaspiro[3.6]decan-6-yl)benzoic acid

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920703

((1-(tert-Butoxycarbonyl)piperidin-4-yl)methyl)proline

920673

1-(1-(tert-Butoxycarbonyl)piperidin-3-yl)-1H-pyrazole-4-carboxylic acid

923362

2-(4-(5-Bromopyridin-2-yl)-4,7-diazaspiro[2.5]octan-7-yl)acetic acid, ≥90%

923257

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6-((2-(tert-Butoxycarbonyl)-2-azaspiro[3.3]heptan-6-yl)oxy)pyrimidine-4-carboxylic acid

923311

4-((2-(tert-Butoxycarbonyl)-2-azaspiro[3.3]heptan-6-yl)oxy)picolinic acid

923346

1-(2-(tert-Butoxycarbonyl)-2-azaspiro[3.3]heptan-6-yl)-1H-pyrazole-4-carboxylic acid

923427

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923397

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923419

2-(3-((2-(tert-Butoxycarbonyl)-2-azaspiro[3.3]heptan-6-yl)oxy)phenyl)acetic acid

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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