149065-61-2

Basic information

• Product Name: [R,(-)]-1-Bromo-2-methylpentane
• Synonyms: (R)-1-Bromo-2-methylpentane;[R,(-)]-1-Bromo-2-methylpentane
• CAS NO: 149065-61-2
• Molecular Formula: C₆H₁₃Br
• Molecular Weight: 165.07
• Mol File: 149065-61-2.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: [R,(-)]-1-Bromo-2-methylpentane(CAS DataBase Reference)
• NIST Chemistry Reference: [R,(-)]-1-Bromo-2-methylpentane(149065-61-2)
• EPA Substance Registry System: [R,(-)]-1-Bromo-2-methylpentane(149065-61-2)

Safety Data

• Hazardous Substances Data: 149065-61-2(Hazardous Substances Data)

Upstream product

• 105-30-6 2-methylpentan-1-ol 
• 863782-74-5 (R)-2-methylpentyl methanesulfonate 
• 161794-90-7 (R)-2-methyl-1-(tetrahydropyranyloxy)pentane 
• 105-30-6 (R)-2-methylpentan-1-ol 
• 31059-13-9 (2R)-2-methylpentyl 4-methylbenzene-1-sulfonate 

Downstream Products

• 763-29-1 2-Methyl-1-pentene 
• 1338784-17-0 methyl (5R)-3-cyano-5-methyloctanoate 

Relevant articles and documents

Chemical development of an α2δ ligand, (3 S,5 R)-3-(Aminomethyl)-5-methyloctanoic acid

Three synthetic approaches, suitable for the large scale manufacture of the α2δ-ligand, (3S,5R)-3-(aminomethyl)-5-methyloctanoic acid 3, have been evaluated. The selected seven step manufacturing process has then been optimized and used to deliver over 20 kg of API; salient features of the synthesis include the use of 4,4,4-trimethoxybutyronitrile as an efficient four carbon amino acid equivalent. Highly selective kinetic resolution of the C3 stereocentre was accomplished via diastereoselective hydrolysis of a cyanoester intermediate using Amano Lipase PS-SD. Extensive process optimisation of the route starting from (R)-2-methylpentanol, led to significant improvements through telescoping, with less than 62 kg of solvent being needed to produce 1 kg of API.