66228-31-7

Basic information

• Product Name: (R)-3,3-DIMETHYL-2-AMINOBUTANE
• Synonyms: (R)-(-)-3,3-DIMETHYL-2-BUTYLAMINE;(R)-3,3-DIMETHYL-2-BUTYLAMINE;(R)-(+)-3,3-DIMETHYL 2-AMINOBUTANE;(R)-3,3-DIMETHYL-2-AMINOBUTANE;(R)-(−)-3,3-Dimethyl-2-butylamine;(R)-(-)-3,3-DIMETHYL-2-BUTYLAMINE: CHIPROS 99% EE 99%;(R)-(-)-3,3-Dimethyl-2-butylamine, ChiPros, 99+%, ee 99+%;(R)-3,3-diMethylbutan-2-aMine
• CAS NO: 66228-31-7
• Molecular Formula: C₆H₁₅N
• Molecular Weight: 101.19
• EINECS: -0
• Mol File: 66228-31-7.mol
• Article Data: 12

Chemical Properties

• Melting Point: -4°C
• Boiling Point: 103°C
• Flash Point: 2°C
• Appearance: /
• Density: 0.762 g/mL at 25 °C
• Vapor Pressure: 38.4mmHg at 25°C
• Refractive Index: 1.4127
• Storage Temp.: 2-8°C
• PKA: 10.86±0.13(Predicted)
• Sensitive: Air Sensitive
• BRN: 5237592
• CAS DataBase Reference: (R)-3,3-DIMETHYL-2-AMINOBUTANE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3,3-DIMETHYL-2-AMINOBUTANE(66228-31-7)
• EPA Substance Registry System: (R)-3,3-DIMETHYL-2-AMINOBUTANE(66228-31-7)

Safety Data

• Hazard Codes: F,C
• Statements: 11-34-22-52/53
• Safety Statements: 16-26-36/37/39-45-61
• RIDADR: 2734
• WGK Germany: 2
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 66228-31-7(Hazardous Substances Data)

Usage

Uses

(R)-(-)-3,3-Dimethyl-2-butylamine is used in preparation of substituted Pyrrolecarboxamides as hepatitis B capsid assembly modulators.

InChI:InChI=1/C6H15N/c1-5(7)6(2,3)4/h5H,7H2,1-4H3/t5-/m1/s1

Upstream product

• 464-07-3 3,3-dimethyl-2-butanol 
• 75-97-8 3,3-dimethyl-butan-2-one 
• 2550-26-7 4-Phenyl-2-butanone 
• 618-36-0 rac-methylbenzylamine 
• 183507-83-7 (R)-N-(2,2-dimethylpropylidene)-1-(1-napthyl)ethylamine 
• 630-19-3 pivalaldehyde 
• 183316-96-3 (2R,1'R)-[1'-(1-naphthyl)ethyl]-3,3-dimethyl-2-butylamine 
• 141393-92-2 (R)-α-methyl-N-(1,2,2-trimethylpropylidene)benzenemethanamine 
• 141294-37-3 (R,R)-N-(1,2,2-trimethylpropyl)phenylethyl-1-amine α-methylbenzylamine 
• 3850-30-4 2,2-dimethyl-1-methylpropylamine 
• 17640-21-0 isopropyl methoxyacetate 
• 112245-08-6 methyl (R)-2-amino-3,3-dimethylbutanoate 
• 62965-34-8 Trimethylpyruvic acid oxime 
• 141393-93-3 (S)-α-methyl-N-(1,2,2-trimethylpropylidene)benzenemethanamine 

Downstream Products

• 3907-04-8 Pinakolylamin-phthalsaeuremonoamid 
• 1003921-99-0 1-((R)-3,3-dimethylbutan-2-yl)-3-((1R,2R)-2-(dipropylamino)cyclohexyl)thiourea 
• 1259967-12-8 C₃₀H₃₀F₄N₂O₄ 
• 909030-38-2 2-[2'-(benzyloxy)ethylamino]-N-((2R)-3,3-dimethylbut-2-yl)acetamide 
• 909030-41-7 N-[2-(benzyloxy)ethyl]-N'-((2R)-3,3-dimethylbut-2-yl)ethylenediamine 

Relevant articles and documents

Separate Sets of Mutations Enhance Activity and Substrate Scope of Amine Dehydrogenase

Mutations were introduced into the leucine amine dehydrogenase (L-AmDH) derived from G. stearothermophilus leucine dehydrogenase (LeuDH) with the goals of increased activity and expanded substrate acceptance. A triple variant (L-AmDH-TV) including D32A, F101S, and C290V showed an average of 2.5-fold higher activity toward aliphatic ketones and an 8.0 °C increase in melting temperature. L-AmDH-TV did not show significant changes in relative activity for different substrates. In contrast, L39A, L39G, A112G, and T133G in varied combinations added to L-AmDH-TV changed the shape of the substrate binding pocket. L-AmDH-TV was not active on ketones larger than 2-hexanone. L39A and L39G enabled activity for straight-chain ketones as large as 2-decanone and in combination with A112G enabled activity toward longer branched ketones including 5-methyl-2-octanone.

(R)- SELECTIVE AMINATION

The present invention relates to a method for the enzymatic synthesis of enantiomerically enriched (R)-amines of general formula [1][c] from the corresponding ketones of the general formula [1][a] by using novel transaminases. These novel transaminases are selected from two different groups: either from a group of some 20 proteins with sequences as specified herein, or from a group of proteins having transaminase activity and isolated from a microorganism selected from the group of organisms consisting of Rahnella aquatilis, Ochrobactrum anthropi, Ochrobactrum tritici, Sinorhizobium morelense, Curtobacterium pusiffium, Paecilomyces lilacinus, Microbacterium ginsengisoli, Microbacterium trichothecenolyticum, Pseudomonas citronellolis, Yersinia kristensenii, Achromobacter spanius, Achromobacter insolitus, Mycobacterium fortuitum, Mycobacterium frederiksbergense, Mycobacterium sacrum, Mycobacterium fluoranthenivorans, Burkhoideria sp., Burkhoideria tropica, Cosmospora episphaeria, and Fusarium oxysporum.

Optically active amines by enzyme-catalyzed kinetic resolution

Chiral amines are resolved by an enzyme-catalyzed kinetic resolution. Key steps are the selective acylation of one enantiomer with isopropyl methoxyacetate, separation of the resulting amide from the unreacted antipode, and finally amide hydrolysis. The p