920509

3-(7-(tert-Butoxycarbonyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazin-3-yl)propanoic acid

Name: 3-(7-(<I>tert</I>-Butoxycarbonyl)-5,6,7,8-tetrahydroimidazo[1,2-<I>a</I>]pyrazin-3-yl)propanoic acid
Brand: ALDRICH
Price: 463 USD
Availability: InStock

Synonym(s):

Rigid linker for PROTAC^® development

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About This Item

Empirical Formula (Hill Notation):

C₁₄H₂₁N₃O₄

Molecular Weight:

295.33

MDL number:

MFCD34549904

UNSPSC Code:

12352106

NACRES:

NA.22

Key Documents

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form

powder

Quality Level

100

reaction suitability

reagent type: linker

functional group

Boc
carboxylic acid

storage temp.

2-8°C

SMILES string

CC(C)(OC(N1CCN2C(CCC(O)=O)=CN=C2C1)=O)C

InChI

1S/C14H21N3O4/c1-14(2,3)21-13(20)16-6-7-17-10(4-5-12(18)19)8-15-11(17)9-16/h8H,4-7,9H2,1-3H3,(H,18,19)

InChI key

YNMYEJYEAOBBEP-UHFFFAOYSA-N

Related Categories

Chemical Biology

Protein Degrader Building Blocks

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This Item	920525	923400	923265
Sigma-Aldrich 920509 3-(7-(tert-Butoxycarbonyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazin-3-yl)propanoic acid	Sigma-Aldrich 920525 2-((4-(tert-Butoxycarbonyl)-1,4-diazepan-1-yl)methyl)oxazole-4-carboxylic acid	Sigma-Aldrich 923400 4-((7-(tert-Butoxycarbonyl)-7-azaspiro[3.5]nonan-2-yl)oxy)benzoic acid	Sigma-Aldrich 923265 4-((7-(tert-Butoxycarbonyl)-7-azaspiro[3.5]nonan-2-yl)oxy)picolinic acid
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
reaction suitability reagent type: linker	reaction suitability reagent type: linker	reaction suitability reagent type: linker	reaction suitability reagent type: linker
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C
form powder	form powder	form powder or crystals	form powder
functional group Boc	functional group Boc, carboxylic acid	functional group Boc, carboxylic acid	functional group Boc, carboxylic acid

Application

3-(7-(tert-Butoxycarbonyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazin-3-yl)propanoic 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:
920568
920657
ENAH38A2CCD6
AC5372910424

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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Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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