(R)-(-)-2-Amino-3-methylbutane

Base Information

• Chemical Name: (R)-(-)-2-Amino-3-methylbutane
• CAS No.: 34701-33-2
• Molecular Formula: C₅H₁₃N
• Molecular Weight: 87.1649
• European Community (EC) Number: 628-450-9
• UNII: S9YGL88QKQ
• Nikkaji Number: J1.251.143D
• Wikidata: Q27289100
• Mol file: 34701-33-2.mol

Synonyms:(R)-(-)-2-Amino-3-methylbutane;34701-33-2;(R)-3-methyl-2-butylamine;(2R)-3-methylbutan-2-amine;(R)-3-methylbutan-2-amine;(R)-(-)-3-Methyl-2-butylamine;2-Butanamine, 3-methyl-, (R)-;S9YGL88QKQ;(R)-1,2-dimethylpropylamine;(-)-3-Methylbutan-2-amine;(R)-2-Amino-3-methylbutane;L-(-)-2-Amino-3-methylbutane;2-Butanamine, 3-methyl-, (2R)-;J1.251.143D;2-Butanamine,3-methyl-, (2R)-;UNII-S9YGL88QKQ;()-3-Methyl-2-butylamine;(R)-3-Methyl-2-butanamine;(2R)-3-methyl-2-butanamine;(1R)-1,2-Dimethylpropylamine;JOZZAIIGWFLONA-RXMQYKEDSA-N;[(1R)-1,2-dimethylpropyl]amine;1,2-Dimethylpropanamine;1,2-Dimethylpropylamine;2-Amino-3-methylbutane;3-Methyl-2-aminobutane;3-Methyl-2-butanamine;3-Methyl-2-butylamine;AMY22001;BCP06945;MFCD01075731;?(R)-(-)-2-Amino-3-methylbutane;AKOS006237209;1,2-DIMETHYLPROPYLAMINE, (R)-;3-METHYL-2-BUTYLAMINE, (2R)-;EN300-89231;J-019719;(R)-(-)-2-Amino-3-methylbutane, >=97.0% (GC);Q27289100;(R)-(-)-2-Amino-3-methylbutane, ChiPros(R), produced by BASF, 99%

Chemical Property of (R)-(-)-2-Amino-3-methylbutane

Chemical Property:

• Vapor Pressure: 69.2mmHg at 25°C
• Refractive Index: 1.4060
• Boiling Point: 85.5°Cat760mmHg
• PKA: 10.80±0.10(Predicted)
• Flash Point: <21°C
• PSA: 26.02000
• Density: 0.75
• LogP: 1.68990
• Sensitive.: Air Sensitive
• Water Solubility.: Soluble in water (60g/L at 20°C).
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 87.104799419
• Heavy Atom Count: 6
• Complexity: 32.9

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-(?)-2-Amino-3-methylbutane ≥97.0% (GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,C
• Statements: 11-22-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C)N
• Isomeric SMILES: C[C@H](C(C)C)N
• Uses: (R)-(-)-2-Amino-3-methylbutane is a important organic intermediate. It can be used in agrochemical, pharmaceutical and dyestuff field.

Technology Process of (R)-(-)-2-Amino-3-methylbutane

There total 19 articles about (R)-(-)-2-Amino-3-methylbutane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 46.6%

3-methyl-butan-2-one (563-80-4) + 4-Phenyl-2-butanone (2550-26-7) → (2R)-3-methyl-2-butylamine (598-74-3,22526-46-1,34701-33-2,110509-11-0) + (R)-1-methyl-3-phenylpropylamine (937-52-0,22148-77-2,1199266-89-1)

Guidance literature:

With Candida boidinii formate dehydrogenase; pyridoxal 5'-phosphate; Aspergillus terreus ω-trans aminase; Lysinibacillus fusiformis leucine dehydrogenase; ammonium formate; nicotinamide adenine dinucleotide; In aq. buffer; at 30 ℃; for 24h; pH=8.8; Catalytic behavior; Green chemistry; Enzymatic reaction;

DOI:10.1021/acs.joc.9b02445

Reference yield:

(R)-1,2-dimethylpropylidene(1-phenylethyl)amine (31502-94-0) → (2R)-3-methyl-2-butylamine (598-74-3,22526-46-1,34701-33-2,110509-11-0)

Guidance literature:

With hydrogen; palladium hydroxide - carbon; In ethanol; under 7500.6 Torr; Ambient temperature;

Reference yield:

3-methyl-butan-2-one (563-80-4) → (2S)-3-methylbutan-2-amine (22526-46-1) + (2R)-3-methyl-2-butylamine (598-74-3,22526-46-1,34701-33-2,110509-11-0)

Guidance literature:

With ammonium iodide; (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); 1,1'-Bis[(S)-4,5-dihydro-3H-binaphtho[2,1-c:1',2'-e]phosphepino]ferrocene; hydrogen; In methanol; toluene; at 80 ℃; for 36h; under 22502.3 Torr; Overall yield = 56 percent; enantioselective reaction; Autoclave;

DOI:10.1002/ejoc.202000750

upstream raw materials:

2-amino-3-methylbutane

(R)-1,2-dimethylpropylidene(1-phenylethyl)amine

(2R)-3-methyl-N-((R)-1-phenylethyl)butan-2-amine

Benzoic acid [1,2-dimethyl-prop-(E)-ylidene]-hydrazide

Downstream raw materials:

4-diisopropylaminooxalyl-N-((R)-1,2-dimethylpropyl)benzamide

Refernces

• 1、 John, Marina E.,Karnik, Anil V.. "Chiral benzimidazole derived bis-phenyl triazoles as chiroptical sensors for iodide and chiral amines". supporting information. p. 2844 - 2853. Retrieved 2020/05/25.
• 2、 Chen, Fei-Fei,Liu, Lei,Wu, Jian-Ping,Xu, Jian-He,Zhang, Yu-Hui,Zhang, Zhi-Jun,Zheng, Gao-Wei. "An Ammonium-Formate-Driven Trienzymatic Cascade for ω-Transaminase-Catalyzed (R)-Selective Amination". . p. 14987 - 14993. Retrieved 2019/12/02.