(R)-2-Aminooctanoic acid

Base Information

• Chemical Name: (R)-2-Aminooctanoic acid
• CAS No.: 106819-03-8
• Molecular Formula: C8H17 N O2
• Molecular Weight: 159.228
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID30364602
• Nikkaji Number: J1.545.243I
• Mol file: 106819-03-8.mol

Synonyms:(R)-2-AMINOOCTANOIC ACID;106819-03-8;(2R)-2-aminooctanoic acid;(R)-2-Aminooctanoicacid;D-Capryline;SCHEMBL1527353;DTXSID30364602;MFCD00272728;AKOS006274733;BS-14381;CS-0152326;C14122;(R)-2-Amino-octanoic acid (H-D-Nle(Et)-OH);EN300-1298545

Chemical Property of (R)-2-Aminooctanoic acid

Chemical Property:

• PSA: 63.32000
• LogP: 2.06900
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 159.125928785
• Heavy Atom Count: 11
• Complexity: 115

Purity/Quality:

99% ^*data from raw suppliers

(R)-2-Aminooctanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (R)-2-Aminooctanoic acid

There total 11 articles about (R)-2-Aminooctanoic 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:

D-Alanine (338-69-2,25191-17-7,18875-37-1) + 2-oxooctanoic acid (328-51-8) → (R)-α-aminooctanoic acid (106819-03-8,2187-07-7) + 2-oxo-propionic acid (127-17-3)

Guidance literature:

With pyridoxal 5'-phosphate; recombinant Lactobacillus salivarius UCC₁₁₈ D-amino acid aminotransferase; In aq. phosphate buffer; at 30 ℃; for 0.0166667h; pH=7.5; Enzymatic reaction;

DOI:10.1016/j.molcatb.2013.04.013

Reference yield:

1-Iodohexane (638-45-9) + glycine (56-40-6,18875-39-3,25718-94-9) → (R)-α-aminooctanoic acid (106819-03-8,2187-07-7) + (S)-α-aminooctanoic acid (116783-26-7,2187-07-7)

Guidance literature:

glycine; With pyridine-2-carboxylic acid(2-benzoyl-phenyl)-amide; sodium methylate; nickel(II) nitrate; In methanol; for 0.333333h; Heating;

1-Iodohexane; With sodium hydroxide; (R)-2-amino-2'-hydroxy-1,1'-binaphthyl; In dichloromethane; at 20 ℃; for 1h;

With hydrogenchloride; In methanol; water; Heating;

DOI:10.1002/1521-3773(20010518)40:10<1948::AID-ANIE1948>3.0.CO;2-O

Reference yield:

2-oxooctanoic acid (328-51-8) → (R)-α-aminooctanoic acid (106819-03-8,2187-07-7) + (S)-α-aminooctanoic acid (116783-26-7,2187-07-7)

Guidance literature:

With meso-2,6-D-diaminopimelic acid dehydrogenase mutant BC₆₂₁; ammonium chloride; NADPH; In various solvent(s); for 24h; Title compound not separated from byproducts;

DOI:10.1021/ja0603960

upstream raw materials:

2-aminooctanoic acid

1-Iodohexane

glycine

2-oxooctanoic acid

Downstream raw materials:

(R)-2-acetylamino-octanoic acid

N-tert-butoxycarbonyl-D-2-aminooctanoic acid

Refernces

• 1、 Vedha-Peters, Kavitha,Gunawardana, Manjula,Rozzell, J. David,Novick, Scott J.. "Creation of a broad-range and highly stereoselective D-amino acid dehydrogenase for the one-step synthesis of D-amino acids". . p. 10923 - 10929. Retrieved 2006.
• 2、 Park, Eul-Soo,Dong, Joo-Young,Shin, Jong-Shik. "ω-Transaminase-catalyzed asymmetric synthesis of unnatural amino acids using isopropylamine as an amino donor". . p. 6929 - 6933. Retrieved 2013.