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Chemical Structure| 756525-91-4 Chemical Structure| 756525-91-4
Chemical Structure| 756525-91-4

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Boc-NH-PEG4-CH2CH2COOH is a PEG-based PROTAC linker can be used in the synthesis of PROTAC. Boc-NH-PEG4-CH2CH2COOH is also a cleavable ADC linker used as a linker for antibody-drug conjugates (ADC).

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Product Details of Boc-NH-PEG4-CH2CH2COOH

CAS No. :756525-91-4
Formula : C16H31NO8
M.W : 365.42
SMILES Code : CC(C)(C)OC(NCCOCCOCCOCCOCCC(O)=O)=O
MDL No. :MFCD07781254
InChI Key :YEIYIPDFZMLJQH-UHFFFAOYSA-N
Pubchem ID :2756001

Safety of Boc-NH-PEG4-CH2CH2COOH

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Boc-NH-PEG4-CH2CH2COOH

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 756525-91-4 ]

[ 756525-91-4 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 7724-12-1 ]
  • [ 756525-91-4 ]
  • [ 1439931-86-8 ]
YieldReaction ConditionsOperation in experiment
1.4 g Example 33. Bis(piperidineazepino)-6-((2-(2-(2-(2-(6-carboxyamido-2- cyanobenzothiazolyl)ethoxy)ethoxy)ethoxy)ethyl)carbamoyl)rhodamine (PBI 5122) [00194] To a solution of t-boc-N-amido-dPEG®4-acid (Quanta BioDesign, lg) and N- methylmorpholine (0.3 mL) in THF (25 mL), isobutyl chloroformate (0.36 mL) was added. After stirring for 30min, <strong>[7724-12-1]6-amino-2-cyanobenzothiazole</strong> (White et. al., J. Am. Chem. Soc. 88, 2015 (1966), 0.48g) was added, and the reaction stirred overnight. The reaction was then filtered, and the eluent concentrated. The crude reaction purified over silica gel (gradient of MeOH in CH2C12) to provide a clear oil (1.4 g).
  • 2
  • [ 756525-91-4 ]
  • [ 1263045-16-4 ]
  • 3
  • [ 55750-62-4 ]
  • [ 756525-91-4 ]
  • [ 1263045-16-4 ]
YieldReaction ConditionsOperation in experiment
0.227 g Synthesis of linker-drugReferring to the scheme of synthesis of Compound O, β-alanine was treated with maleic anhydride in DMF and the acid so obtained was reacted with N-hydroxysuccinimide (NHS) under DCC coupling to give NHS-ester. The BOC protective group in commercially available t-boc-N-amido-dPEG4-acid was removed by treatment with TFA to give the TFA salt of the amine, which was reacted with previously synthesized NHS ester. The carboxylic acid so obtained was isolated and was coupled with N-hydroxysuccinimide using EDCI to furnish NHS ester Compound O.
 

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