827318-78-5

Basic information

• Product Name: 5-((R)-2-Methoxy-2-phenylacetyl)-3-[4-(4-Methylpiperazin-1-yl)benzoylaMino]-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-1-carboxylic acid ethyl ester
• Synonyms: 5-((R)-2-Methoxy-2-phenylacetyl)-3-[4-(4-Methylpiperazin-1-yl)benzoylaMino]-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-1-carboxylic acid ethyl ester;Ethyl 5-((2R)-2-methoxy-2-phenylethanoyl)-3-[[4-(4-methylpiperazin-1-yl)benzoyl]amino]-5,6-dihydropyrrolo[3,4-c]pyrazole-1(4H)-carboxylate
• CAS NO: 827318-78-5
• Molecular Formula: C₂₉H₃₄N₆O₅
• Molecular Weight: 546.61746
• Mol File: 827318-78-5.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-((R)-2-Methoxy-2-phenylacetyl)-3-[4-(4-Methylpiperazin-1-yl)benzoylaMino]-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-1-carboxylic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 5-((R)-2-Methoxy-2-phenylacetyl)-3-[4-(4-Methylpiperazin-1-yl)benzoylaMino]-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-1-carboxylic acid ethyl ester(827318-78-5)
• EPA Substance Registry System: 5-((R)-2-Methoxy-2-phenylacetyl)-3-[4-(4-Methylpiperazin-1-yl)benzoylaMino]-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-1-carboxylic acid ethyl ester(827318-78-5)

Safety Data

• Hazardous Substances Data: 827318-78-5(Hazardous Substances Data)

Upstream product

• 34713-98-9 (R)-(-)-α-methoxyphenylacetyl chloride 
• 398491-59-3 3-amino-4,6-dihydro-1H-pyrrolo[3,4-c]pyrazole-5-carboxylic acid tert-butyl ester 
• 398495-65-3 3-amino-4,6-dihydro-pyrrolo[3,4-c]pyrazole-1,5-dicarboxylic acid 5-tert-butyl ester 1-ethyl ester 
• 761443-69-0 5-tert-butyl 1-ethyl 3-{[4-(4-methylpiperazin-1-yl)benzoyl]amino}-4,6-dihydropyrrolo[3,4-c]pyrazole-1,5-dicarboxylate 
• 3966-32-3 (R)-methoxyphenylacetic acid 
• 611-71-2 MANDELIC ACID 
• 266353-18-8 N-tert-butoxycarbonyl-2-(2-cyanoethyl)aminoacetic acid ethyl ester 
• 175463-32-8 3-cyano-4-oxopyrrolidine-1-carboxylic acid tert-butyl ester 
• 761443-50-9 3-[4-(N-methylpiperazin-1-yl)benzamido]-1-ethoxycarbonyl-4,6-dihydropyrrolo[3,4-c]pyrazole 
• 3088-42-4 N-(2-cyanoethyl)glycine 
• 44981-94-4 N-cyanoethyl glycine ethyl ester 
• 354813-15-3 4-(4-methylpiperazin-1-yI)benzoic acid 

Downstream Products

• 916995-51-2 danusertib 

Relevant articles and documents

(R)- N - [5 - (2 - methoxy - 2 - phenyl-acetyl) - 1, 4, 5, 6 - tetrahydro-pyrrolo [3, 4 - c] pyrazole - 3 - yl] - 4 - (4 - methyl piperazine - 1 - yl) benzamide synthesis method

The invention belongs to the technical field of medicine and relates to a preparation method for PHA739358(Danusertib), i.e., (R)-N-[5-(2-methoxy-2-phenylacetyl)-1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole-3-yl]-4-(4-methyl piperazine-1-yl)benzamide. According to the invention, altogether four reaction routes are designed, simple and easily available glycine is used as a raw material, reactions like addition, esterification, amino protection and cyclization are carried out so as to prepare (R)-N-[5-(2-methoxy-2-phenylacetyl)-1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole-3-yl]-4-(4-methyl piperazine-1-yl)benzamide, yield of the route 1, 2 and 4 is more than 25%, respectively, and yield of the route 3 is more than 20%. The preparation method has the advantages of a few reaction steps, simple and convenient post-treatment operation, little time consumption, high yield and low total cost. Thus, a novel method is provided for preparation of the antitumor drug PHA739358.

PYRROLO[3,4-c]PYRAZOLE DERIVATIVES ACTIVE AS KINASE INHIBITORS

Pyrrolo[3,4-c]pyrazole derivatives of formula (1) and pharmaceutically acceptable salts thereof, as defined in the specification, process for their preparation and pharmaceutical compositions comprising them are disclosed; the compounds of the invention m