(R)-2-Amino-2-ethylhexanoic acid

Base Information

• Chemical Name: (R)-2-Amino-2-ethylhexanoic acid
• CAS No.: 114781-14-5
• Molecular Formula: C₈H₁₇NO₂
• Molecular Weight: 159.228
• Hs Code.: 2922498590
• DSSTox Substance ID: DTXSID30921496
• Nikkaji Number: J655.277C
• Mol file: 114781-14-5.mol

Synonyms:114781-14-5;(R)-2-Amino-2-ethylhexanoic acid;(2R)-2-AMINO-2-ETHYLHEXANOIC ACID;D-Norleucine, 2-ethyl-;(R)-2-amino-2-ethyl hexanoic acid;MFCD05663537;2-Ethylnorleucine;(2R)-2-Amino-2-ethyl-hexanoic acid;2-Ethyl-D-norleucine;SCHEMBL7465019;DTXSID30921496;QUDXVGQYPUXXER-MRVPVSSYSA-N;AKOS006294447;D78555

Chemical Property of (R)-2-Amino-2-ethylhexanoic acid

Chemical Property:

• PSA: 63.32000
• LogP: 2.06900
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 159.125928785
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

99%min ^*data from raw suppliers

(R)-2-AMINO-2-ETHYLHEXANOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (R)-2-Amino-2-ethylhexanoic acid

There total 9 articles about (R)-2-Amino-2-ethylhexanoic 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: 31.0%

(+/-)-ethyl 2-amino-2-ethylhexanoate (152802-65-8) → (R)-2-amino-2-ethylhexanoic acid (114781-14-5) + ethyl (S)-2-amino-2-ethylhexanoate (164262-42-4)

Guidance literature:

With porcine liver esterase; In phosphate buffer; at 30 ℃; for 7.5h; pH=8.0;

DOI:10.1002/1522-2675(20001004)83:10<2823::AID-HLCA2823>3.0.CO;2-#

Reference yield:

2-Amino-2-ethyl-hexanoic acid (6300-78-3) → (R)-2-amino-2-ethylhexanoic acid (114781-14-5)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄ / Heating

2: porcine liver esterase / aq. phosphate buffer / 7.5 h / 30 °C / pH 8.0

With porcine liver esterase; sulfuric acid; In phosphate buffer; 1: Esterification / 2: Hydrolysis;

DOI:10.1002/1522-2675(20001004)83:10<2823::AID-HLCA2823>3.0.CO;2-#

Reference yield:

heptan-3-one (106-35-4) → (R)-2-amino-2-ethylhexanoic acid (114781-14-5)

Guidance literature:

Multi-step reaction with 4 steps

1: NH₄Cl / H₂O; ethanol / 48 h / 55 - 60 °C

2: conc. HCl / 24 h / 80 °C

3: H₂SO₄ / Heating

4: porcine liver esterase / aq. phosphate buffer / 7.5 h / 30 °C / pH 8.0

With hydrogenchloride; porcine liver esterase; sulfuric acid; ammonium chloride; In phosphate buffer; ethanol; water; 1: Condensation / 2: Hydrolysis / 3: Esterification / 4: Hydrolysis;

DOI:10.1002/1522-2675(20001004)83:10<2823::AID-HLCA2823>3.0.CO;2-#

upstream raw materials:

(3S,6S)-3-butyl-3,6-diethyl-2,5-dimethoxy-3,6-dihydropyrazine

(+/-)-ethyl 2-amino-2-ethylhexanoate

2-Amino-2-ethyl-hexanoic acid

heptan-3-one

Downstream raw materials:

(R)-2-amino-2-ethylhexan-1-ol

Refernces

• 1、 -. "Hypolipidemic 1,4-benzothiazepine derivative". Page 14-15. . Retrieved 2010/01/31.
• 2、 -. "Hypolipidemic 1,4-benzothiazepine-1,1-dioxides". . . Retrieved 2008/06/13.