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Chemical Structure| 1448297-52-6 Chemical Structure| 1448297-52-6
Chemical Structure| 1448297-52-6

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MDK7526 is a ligand of Von Hippel–Lindau protein, that can be used for making proteolysis targeting chimeras (PROTACs).

Synonyms: (S,R,S)-AHPC

4.5 *For Research Use Only !

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Product Details of (S,R,S)-AHPC

CAS No. :1448297-52-6
Formula : C22H30N4O3S
M.W : 430.56
SMILES Code : O=C([C@H]1N(C([C@@H](N)C(C)(C)C)=O)C[C@H](O)C1)NCC2=CC=C(C3=C(C)N=CS3)C=C2
Synonyms :
(S,R,S)-AHPC
MDL No. :MFCD29049827
InChI Key :ZLOXMSNKPDWMEF-ZIFCJYIRSA-N
Pubchem ID :89702519

Safety of (S,R,S)-AHPC

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

Application In Synthesis of (S,R,S)-AHPC

* 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 [ 1448297-52-6 ]

[ 1448297-52-6 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 1448297-52-6 ]
  • [ 108466-89-3 ]
  • C33H49N5O8S [ No CAS ]
YieldReaction ConditionsOperation in experiment
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 25℃; for 1h; General procedure: General Procedure C: Triethylamine (6 equiv.) was added to a mixture of a Boc-protected amino carboxylic acid (1 equiv.), and HATU (2 equiv) in DMF (0.11 M). The mixture was stirred at 25 C. for 1 hour. The reaction mixture was diluted with EtOAc, and washed with saturated brine 3 times. The organic layer was dried over Na2SO4, filtered and evaporated to afford crude product. The crude product was purified by flash silica chromatography, elution gradient 0 to 5% MeOH in DCM. Pure fractions were evaporated to dryness to afford Boc-protected amino intermediate.
  • 2
  • [ 1448297-52-6 ]
  • [ 439114-13-3 ]
  • (S)-21-((2S,4R)-4-hydroxy-2-((4-(4-methylthiazol-5-yl)benzyl)carbamoyl)pyrrolidine-1-carbonyl)-22,22-dimethyl-19-oxo-4,7,10,13,16-pentaoxa-20-azatricosanoic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
85% With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide; at 0 - 20℃; for 12h;Inert atmosphere; General procedure: To a stirred solution of succinic acid (680mg, 5.8mmol) in DMF (10mL) was added anhydrous DCM (150mL). Then the mixture was cooled to 0C, NMM (1.16g, 11.5mmol), VHL-1 (1.0g, 2.3mmol), HOAT (63mg, 0.46mmol) and EDCI.HCl (530mg, 2.8mmol) were added sequentially. The solution was purged and refilled with nitrogen. The resulting mixture was stirred at room temperature for 12h. The reaction mixture was quenched with water (1mL). After concentration, the residue was purified reverse phase ISCO (C18) to afford the desired compound s-4a (4-(((S)-1-((2S,4R)-4-hydroxy-2-((4-(4-methylthiazol-5-yl)benzyl)carbamoyl)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)amino)-4-oxobutanoic acid) (s-4a) (0.82g, 65% yield) as a white solid.
  • 3
  • [ 1448297-52-6 ]
  • [ 439114-13-3 ]
  • N-(2-chloro-6-methylphenyl)-2-((6-(4-((S)-21-((2S,4R)-4-hydroxy-2-((4-(4-methylthiazol-5-yl)benzyl)carbamoyl)pyrrolidine-1-carbonyl)-22,22-dimethyl-19-oxo-4,7,10,13,16-pentaoxa-20-azatricosanoyl)piperazin-1-yl)-2-methylpyrimidin-4-yl)amino)thiazole-5-carboxamide [ No CAS ]
 

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