Carfilzomib Intermediate Cas 247068-85-5

Basic Info

Model No.: 247068-85-5

Additional Info

Packaging: AS REQUIRED

Productivity: KGS

Brand: VOLSENCHEM

Transportation: Air

Place of Origin: CHINA

Supply Ability: TRUE MANUFACTURER

Certificate: ISO

Product Description

The key intermediate of Carfilzomib CAS number is 247068-85-5, It is very difficult to synthesize and it is an important intermediate for Carfilzomib. There are major four ways on synthesis:
    The first one is obtained by using L-leucine as a starting material, Boc protection, Weinreb amidation, reaction with 2-propenylmagnesium bromide, epoxidation and trifluoroacetic acid de Boc protection for 5 steps. In this method, the more expensive 2-propenylmagnesium bromide used in the second step is 4 times the substrate, and the selectivity in epoxidation is less than 2:1, and the main product yield is only 40%. . Because of its high cost and poor epoxidation selectivity, this route is not conducive to the large-scale industrial production of this intermediate.
    The second one:use L-leucine as the starting material, Cbz protection, Weinreb amidation, reaction with 2-propenylmagnesium bromide, sodium borohydride reduction, epoxidation, Swern oxidation and de-Cbz The reaction yields pentanone trifluoroacetate. Although the stereoselectivity is increased to 9:1 after the addition step, the total yield of the reduction-epoxidation-oxidation three steps is 34%, so the stereoselectivity is provided by an increasing step. The method is also not conducive to the large-scale industrial production of the intermediate.
    Third: the use of a metal chiral chiral complex as a catalyst to induce asymmetric epoxidation increases the selectivity to 7:1, but since the chiral complex is not commercially available, this asymmetric epoxidation The industrialization of synthetic methods is difficult.
The fourth type: using L-leucine as a starting material, protecting two active hydrogens on the amino group to obtain the first compound, followed by Weinreb amidation to obtain the second step compound, and the second step compound and 2-propenyl bromide The magnesium reaction gives the third step compound, the third step compound undergoes epoxidation to obtain the fourth step compound, and the fourth step compound is subjected to deamination protection to obtain the target compound intermediate of Carfilzomib (2S)-2-AMino-4-Methyl-1-[(2R)-2-Methyloxiranyl]-1-pentanone trifluoroacetate CAS number 247068-85-5.

Thera. Category: Anti cancer

Cas No.: 247068-85-5

Synonym: 1-Pentanone, 2-amino-4-methyl-1-[(2R)-2-methyl-2-oxiranyl]-,( 55762177,2S)-, 2,2,2-trifluoroacetate (1:1); Carfilzomib intermediate;

Molecular Formula:C9H17NO2.C2HF3O2

Molecular Weight: 285.26000

Assay: ≥99.%

Packing: Export worthy packing

lMaterial Safety Data Sheet: Available on request 

Usage: Carfilzomib  Intermediate