362611-65-2

Basic information

• Product Name: (4S,4aS,8aR)-octahydro-isoquinoline-2,4-dicarboxylic acid 2-tert-butyl ester
• Synonyms: (4S,4aS,8aR)-octahydro-isoquinoline-2,4-dicarboxylic acid 2-tert-butyl ester
• CAS NO: 362611-65-2
• Molecular Weight: 283.368
• Mol File: 362611-65-2.mol

Chemical Properties

• CAS DataBase Reference: (4S,4aS,8aR)-octahydro-isoquinoline-2,4-dicarboxylic acid 2-tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,4aS,8aR)-octahydro-isoquinoline-2,4-dicarboxylic acid 2-tert-butyl ester(362611-65-2)
• EPA Substance Registry System: (4S,4aS,8aR)-octahydro-isoquinoline-2,4-dicarboxylic acid 2-tert-butyl ester(362611-65-2)

Safety Data

• Hazardous Substances Data: 362611-65-2(Hazardous Substances Data)

Upstream product

• 362611-63-0 (4S,4aS,8aR)-decahydro-isoquinoline-4-carboxylic acid ethyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 646518-37-8 (4S,4aS,8aR)-Octahydro-isoquinoline-2,4-dicarboxylic acid 2-tert-butyl ester 4-ethyl ester 

Downstream Products

• 362611-66-3 (4S,4aS,8aR)-decahydro-isoquinoline-4-yl-[4-(3,4-difluorophenyl)-piperzin-1-yl]-methanone 
• 646518-39-0 (4S,4aS,8aR)-4-[4-(3,4-Difluoro-phenyl)-piperazine-1-carbonyl]-octahydro-isoquinoline-2-carboxylic acid tert-butyl ester 

Relevant articles and documents

Decahydroisoquinoline derivatives as novel non-peptidic, potent and subtype-selective somatostatin sst3 receptor antagonists

Starting from non-peptidic sst1-selective somatostatin receptor antagonists, first compounds with mixed sst1/sst3 affinity were identified by directed structural modifications. Systematic optimization of these initial leads afforded novel, enantiomerically pure, highly potent and sst3-subtype selective somatostatin antagonists based on a (4S,4aS,8aR)-decahydroisoquinoline-4-carboxylic acid core moiety. These compounds can efficiently be synthesized and show promising PK properties in rodents.

The development of a practical synthesis of the potent and selective somatostatin sst3 receptor antagonist [4-(3,4-difluoro-phenyl)- piperazine-1-yl]-{(4S,4aS,8aR)-2[(S)-3-(6-methoxy-pyridin-3-yl)-2-methyl-propyl] -decahydroisoquinoline-4-yl}-methanone (NVP-ACQ090)

The decahydroisoquinoline derivative NVP-ACQ090 is a potent and selective antagonist at the somatostatin sst3 receptor. The original research synthesis of NVP-ACQ090 comprises a main chain of nine linear steps and two side chains of three and steps, respectively. This synthesis is highly convergent, but very complex and expensive, and involves several reagents that are not acceptable for a large scale synthesis. In chemical development, all the unacceptables could be replaced, and the overall efficiency of the synthesis was much improved.