(R)-3-Amino-5-methyl-hexanoic acid

Base Information

• Chemical Name: (R)-3-Amino-5-methyl-hexanoic acid
• CAS No.: 91298-67-8
• Molecular Formula: C₇H₁₅NO₂
• Molecular Weight: 145.202
• Hs Code.: 2922499990
• European Community (EC) Number: 676-223-8
• DSSTox Substance ID: DTXSID80426163
• Nikkaji Number: J56.564D
• Wikidata: Q82239129
• Mol file: 91298-67-8.mol

Synonyms:91298-67-8;(R)-3-Amino-5-methyl-hexanoic acid;(r)-3-amino-5-methylhexanoic acid;(3R)-3-amino-5-methylhexanoic acid;(3r)-3-amino-5-methyl-hexanoic acid;Metyl thiobutyrate;(R)-3-Amino-5-methylhexanoicacid;SCHEMBL2763515;DTXSID80426163;MFCD01076255;AKOS016843013;AS-35963;CS-0038509;EN300-816457;(R)-3-amino-5-methyl-hexanoic acid, AldrichCPR;J-800386

Chemical Property of (R)-3-Amino-5-methyl-hexanoic acid

Chemical Property:

• Vapor Pressure: 0.00744mmHg at 25°C
• Refractive Index: 1.463
• Boiling Point: 249.1 °C at 760 mmHg
• PKA: 3.81±0.10(Predicted)
• Flash Point: 104.5 °C
• PSA: 63.32000
• Density: 1.014 g/cm³
• LogP: 1.53480
• Storage Temp.: 2-8°C
• XLogP3: -1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 145.110278721
• Heavy Atom Count: 10
• Complexity: 112

Purity/Quality:

98% ^*data from raw suppliers

(R)-3-Amino-5-methylhexanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(CC(=O)O)N
• Isomeric SMILES: CC(C)C[C@H](CC(=O)O)N

Technology Process of (R)-3-Amino-5-methyl-hexanoic acid

There total 8 articles about (R)-3-Amino-5-methyl-hexanoic acid 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: 97.0%

1,1-dimethylethyl (3R)-3-amino-5-methylhexanoate (166023-29-6) → (R)-3-amino-5-methylhexanoic acid (91298-67-8,131725-47-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 15h;

DOI:10.1016/j.tetasy.2007.06.008

Reference yield:

3-<(benzyloxycarbonyl)amino>-5-methylhexanoic acid (118247-77-1) → (R)-3-amino-5-methylhexanoic acid (91298-67-8,131725-47-8)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In methanol; Ambient temperature;

DOI:10.1055/s-1992-26315

Reference yield:

(R)-tert-butyl 3-<(benzyloxycarbonyl)amino>-5-methylhexanoate (146398-16-5) → (R)-3-amino-5-methylhexanoic acid (91298-67-8,131725-47-8)

Guidance literature:

Multi-step reaction with 2 steps

1: CF₃CO₂H / CH₂Cl₂ / 0.5 h / 0 °C

2: HCOONH₄ / 10percent Pd-C / methanol / Ambient temperature

With ammonium formate; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1055/s-1992-26315

upstream raw materials:

3-<(benzyloxycarbonyl)amino>-5-methylhexanoic acid

(E)-methyl 5-methyl-2-hexenoate

1,1-dimethylethyl (3R)-3-amino-5-methylhexanoate

tert-butyl (3R,αR)-3-(N-benzyl-N-α-methylbenzylamino)-5-methylhexanoate

Downstream raw materials:

3-<(tert-butyloxycarbonyl)amino>-5-methylhexanoic acid

Refernces

• 1、 -. "METHOD FOR OBTAINING OPTICALLY PURE AMINO ACIDS". Page/Page column 10-11. . Retrieved 2012/02/14.
• 2、 Enders, Dieter,Wahl, Heiner,Bettray, Wolfgang. "Enantioselektive Synthese von β-Aminosaeuren - TMS-SAMP als chirales Ammoniak-Aequivalent in der azaanalogen Michael-Addition an α,β-ungesaettigte Ester". . p. 527 - 529. Retrieved 2007/10/02.