502937-07-7

Basic information

• Product Name: 2-amino-adamantane-2-carboxylic acid tert-butyl ester
• Synonyms: 2-amino-adamantane-2-carboxylic acid tert-butyl ester
• CAS NO: 502937-07-7
• Molecular Weight: 251.369
• Mol File: 502937-07-7.mol

Chemical Properties

• CAS DataBase Reference: 2-amino-adamantane-2-carboxylic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-adamantane-2-carboxylic acid tert-butyl ester(502937-07-7)
• EPA Substance Registry System: 2-amino-adamantane-2-carboxylic acid tert-butyl ester(502937-07-7)

Safety Data

• Hazardous Substances Data: 502937-07-7(Hazardous Substances Data)

Usage

Derived From

Adamantane, a tricyclic hydrocarbon

Stability

Forms a stable compound due to the tert-butyl ester group

Versatility

Can be used in various applications, particularly pharmaceutical
Development of antiviral drugs
Development of antitumor drugs
Synthesis of new organic compounds

Safety Precautions

Requires cautious handling and storage due to potential health hazards

Upstream product

• 540-88-5 acetic acid tert-butyl ester 
• 42381-05-5 2-amino-2-adamantanecarboxylic acid 

Downstream Products

• 1443991-23-8 tert-butyl 2-[1-(7-chloroquinolin-4-yl)-5-(2,6-dimethoxyphenyl)-1H-pyrazole-3-carboxamido]adamantane-2-carboxylate 
• 146362-70-1 merclinertant 
• 502937-01-1 N-{(2S)-1-[2-(tert-butyloxycarbonyl)adamantyl-2-amino]-3-(4-tert-butyloxyphenyl)-1-oxo-propan-2-yl} 1-{6-[N,N'-bis(tert-butyloxycarbonyl)guanidino]hexyl}-6-{[5-N,N'-bis(tert-butyloxycarbonyl)guanidino]pentyloxy}indole-2-carboxamide 
• 502937-09-9 N-[(2-tert-butyloxycarbonyl)-2-adamantyl] [(2S)-2-amino-3-(4-tert-butyloxyphenyl)]propanamide 
• 502937-08-8 N-[(2-tert-butyloxycarbonyl)-2-adamantyl] (2S)-2-N-(9-fluorenylmethyloxycarbonyl)amino-3-(4-tert-butyloxyphenyl)propanamide 

Relevant articles and documents

A Machine-assisted flow synthesis of SR48692: A probe for the investigation of neurotensin receptor-1

Here we report the direct comparison of a conventional batch mode synthesis of Meclinertant (SR48692, 1), a neurotensin receptor-1 antagonist, with its machine-assisted flow chemistry alternative. By using these enabling tools, combined with solid-supported reagents and scavengers, many process advantages were observed. Care, however, must be taken not to convert these techniques into expensive solutions to problems that do not exist. Copyright

Synthesis and biological studies of novel neurotensin(8-13) mimetics

Novel neurotensin (NT) (8-13) (Arg8-Arg9-Pro10-Tyr11-Ile 12-Leu13) mimetics 3, 4 were designed by adopting all intrinsic functional groups of the native neurotensin(8-13) and using a substituted indole as a template to mimic the pharmacophore of NT(8-13). Biological studies at subtype 1 of the NT receptor showed that 3 has a 55 and 580 nM binding affinity at rat and human neurotensin receptors, respectively. As a comparison, compounds 5 and 6 were also synthesized. The binding difference between 3, 4 and 5, 6 argues the importance of the carboxylic group in achieving higher potency NT(8-13) mimetics.