97161-97-2

Usage

Chemical Properties

White Powder

Uses

Protein kinase inhibitor

InChI:InChI=1/C27H21N3O5/c1-26-27(33,25(32)34-2)11-18(35-26)29-16-9-5-3-7-13(16)20-21-15(12-28-24(21)31)19-14-8-4-6-10-17(14)30(26)23(19)22(20)29/h3-10,18,33H,11-12H2,1-2H3,(H,28,31)/t18-,26+,27+/m0/s1

Upstream product

• 188028-91-3 C₃₆H₃₁N₃O₇ 
• 77-78-1 dimethyl sulfate 
• 99570-78-2 K-252b 
• 186581-53-3 diazomethane 
• 80-48-8 methyl p-toluene sulfonate 
• 170707-38-7 C₃₆H₃₁N₃O₇ 
• 67-56-1 methanol 
• 855173-06-7 C₂₆H₁₈N₄O₃ 
• 229976-29-8 C₂₅H₁₉N₃O₃ 
• 111359-05-8 C₂₅H₁₇N₃O₃ 
• 111358-88-4 lestaurtinib 
• 99533-80-9 K-252a 
• 170707-46-7 C₂₈H₂₁N₃O₂ 
• 171824-53-6 C₂₈H₁₉N₃O₃ 

Downstream Products

• 99570-78-2 K-252b 

Relevant academic research and scientific papers

Practical Preparation of K-252a from a Fermentation Solution

We developed a practical preparation procedure for K-252a by methylating K-252b on an industrial scale. The water-insoluble K-252a, which was present in the cell mass, was converted to the water-soluble K-252b Na salt in an alkaline solution. The obtained K-252b was methylated with dimethylsulfate in the presence of potassium carbonate in dimethylacetamide. We have already used this method to manufacture 90 kg of K-252b from the fermentation broth, and regenerated 65 kg of K-252a from K-252b.

COMPOUNDS FOR IMMUNOPOTENTIATION

Methods of stimulating an immune response and treating patients responsive thereto with 3,4-di(1H-indol-3-yl)-1H-pyrrole-2,5-diones, staurosporine analogs, derivatized pyridazines, chromen-4-ones, indolinones, quinazolines, nucleoside analogs, and other small molecules are disclosed.

Synthesis, modeling, and in vitro activity of (3′S)-epi-K-252a analogues. Elucidating the stereochemical requirements of the 3′-sugar alcohol on trkA tyrosine kinase activity

Utilizing our recently published semisynthetic approach to the (3′S)-K-252a diastereomer, we report the first synthesis of the (3′R)-10 diastereomer and a set of related epimers, with the goal of defining the Stereochemical role of the 3′-sugar hydroxyl g

Preparation of K-252a

The present invention provides a process for the synthesis of K-252a and intermediates useful in the process.

Synthesis and kinase inhibitory activity of 3′-(S)-epi-K-252a

The 3′-epi diastereomer of K-252a was synthesized with the goal of evaluating the stereochemical requirements of the 3′-sugar alcohol on kinase inhibitory activity. Inverting the 3′-alcohol resulted in a 20 nM inhibitor of VEGFR2 and a 1 nM inhibitor of TrkA tyrosine kinase.

Design and implementation of an efficient synthetic approach to furanosylated indolocarbazoles: Total synthesis of (+)- and (-)-K252a

The first total synthesis of the natural product (+)-K252a (2) has been achieved in 12 steps from commercially available materials, with a longest linear sequence of seven steps and an overall yield of 21%. The synthetic strategy employs novel rhodium carbenoid chemistry in the construction of both the indolocarbazole aglycon (4) and the carbohydrate moiety (9).

The Total Synthesis of (+/-)K252a

The total synthesis of (+/-)K252a (1) has been achieved following a convergent approach in which an acid-catalyzed bis-glycosidation reaction serves as a key step.