65844-74-8

Basic information

• Product Name: 2-methylpropan-1,1,3-tricarboxylic acid trimethyl ester
• CAS NO: 65844-74-8
• Molecular Weight: 232.233
• Mol File: 65844-74-8.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2-methylpropan-1,1,3-tricarboxylic acid trimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methylpropan-1,1,3-tricarboxylic acid trimethyl ester(65844-74-8)
• EPA Substance Registry System: 2-methylpropan-1,1,3-tricarboxylic acid trimethyl ester(65844-74-8)

Safety Data

• Hazardous Substances Data: 65844-74-8(Hazardous Substances Data)

Upstream product

• 623-70-1 ethyl (E)-crotonate 
• 108-59-8 malonic acid dimethyl ester 
• 10544-63-5 ethyl crotonate 
• 623-43-8 methyl crotonate 
• 623-43-8 crotonic acid methyl ester 
• 67-56-1 methanol 
• 27761-57-5 trans-crotonoyl-malonic acid diethyl ester 

Downstream Products

• 19013-37-7 dimethyl 3-methylglutarate 
• 1001264-89-6 (2S)-2-(4-chlorophenyl)-1-[4-[(5R,7R)-7-hydroxy-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl]piperazin-1-yl]-3-(propan-2-yiamino)propan-1-one 
• 1001270-64-9 tert-butyl ((S)-2-(4-chlorophenyl)-3-(4-((5R,7R)-7-hydroxy-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazin-1-yl)-3-oxopropyl)(isopropyl)carbamate 
• 1001180-45-5 tert-butyl 4-((5R,7R)-7-hydroxy-5-methyl-6,7-dihydro-5H-cyclopenta[d]-pyrimidin-4-yl)piperazine-1-carboxylate 
• 1001201-61-1 tert-butyl 4-((5R,7S)-7-hydroxy-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazine-1-carboxylate 
• 1001180-21-7 (R)-tert-butyl 4-(5-methyl-7-oxo-6,7-dihydro-5H-cyclopenta[d]-pyrimidin-4-yl)piperazine-1-carboxylate 
• 1295516-49-2 methyl 3-(4,6-dichloropyrimidin-5-yl)butanoate 
• 116415-55-5 1-t-butyldimethylsilyloxy (R)-3,9-dimethyl (R,S)-6-phenylsulfonyl 8-decen (R,S)-5-yl acetate 
• 116415-54-4 1-t-butyldimethylsilyloxy (R)-3,9-dimethyl (R,S)-6-phenylsulfonyl 8-decen (R,S)-5-ol 
• 116415-52-2 1-t-butyldimethylsilyloxy (R)-3,9-dimethyl (R,S)-6-phenylsulfonyl 8-decen 5-one 
• 116415-56-6 1-t-butyldimethylsilyloxy (S)-3,9-dimethyl 6-phenylsulfonyl (E)-5,8-decadiene 
• 116415-51-1 2-(1-Benzenesulfonyl-4-methyl-pent-3-enyl)-4-methyl-tetrahydro-pyran-2-ol 
• 116415-49-7 (R)-3,9-dimethyl 5-oxo (R,S)-6-phenylsulfonyl 8-decen 1-ol 
• 63473-60-9 (R)-3-methylpentanedioic acid monomethyl ester 

Relevant articles and documents

AKT INHIBITOR

The present invention discloses an AKT inhibitor, and specifically relates to a compound represented by formula I or a pharmaceutically acceptable salt thereof. The present invention further provides a preparation method thereof, and the use thereof in prevention and/or treatment of a disease mediated by AKT protein kinase.

Synthesis of Akt inhibitor ipatasertib. part 1. Route scouting and early process development of a challenging cyclopentylpyrimidine intermediate

Herein, the route scouting and early process development of a key cyclopentylpyrimidine ketone intermediate toward the synthesis of Akt inhibitor Ipatasertib are described. Initial supplies of the intermediate were prepared through a method that commenced with the natural product (R)-(+)-pulegone and relied on the early construction of a methyl-substituted cyclopentyl ring system. The first process chemistry route, detailed herein, enabled the synthesis of the ketone on a hundred-gram scale, but it was not feasible for the requisite production of multikilogram quantities of this compound and necessitated the exploration of alternative strategies. Several new synthetic approaches were investigated towards the preparation of the cyclopentylpyrimidine ketone, in either racemic or chiral form, which resulted in the discovery of a more practical route that hinged on the initial preparation of a highly substituted dihydroxypyrimidine compound. The cyclopentane ring in the target was then constructed through a key carbonylative esterification and subsequent tandem Dieckmann cyclization-decarboxylation sequence that was demonstrated in a racemic synthesis. This proof-of-concept was later developed into an asymmetric synthesis of the cyclopentylpyrimidine ketone, which will be described in a subsequent paper, along with the synthesis of Ipatasertib.

PROCESS FOR MAKING HYDROXYLATED CYCLOPENTYLPYRIMIDINE COMPOUNDS

The invention provides new processes for making and purifying hydroxylated cyclopenta[d]pyrimidine compounds, which are useful for the treatment of diseases such as cancer as AKT protein kinase inhibitors, including the compound (S)-2-(4-chlorophenyl)-1-(