(S)-2-Aminododecanoic acid

Base Information

• Chemical Name: (S)-2-Aminododecanoic acid
• CAS No.: 169106-34-7
• Molecular Formula: C12H25NO2
• Molecular Weight: 215.3324
• DSSTox Substance ID: DTXSID70441749
• Nikkaji Number: J61.160C
• Wikidata: Q72436507
• Mol file: 169106-34-7.mol

Synonyms:(S)-2-AMINODODECANOIC ACID;169106-34-7;(2S)-2-AMINODODECANOIC ACID;Dodecanoic acid, 2-amino-, (2S)-;H-Adod(2)-OH;(+)-2-Aminolauric acid;SCHEMBL1960915;DTXSID70441749;(S)-2-AMINODODECANOICACID;MFCD08275745;PS-12002;CS-0336894;F80141;(S)-2-Aminododecanoic acid (H-L-Nle(hexyl)-OH)

Chemical Property of (S)-2-Aminododecanoic acid

Chemical Property:

• Boiling Point: 332.8±25.0 °C(Predicted)
• PKA: 2.55±0.24(Predicted)
• PSA: 63.32000
• Density: 0.955±0.06 g/cm3(Predicted)
• LogP: 3.62940
• Storage Temp.: 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 10
• Exact Mass: 215.188529040
• Heavy Atom Count: 15
• Complexity: 160

Purity/Quality:

98.5% ^*data from raw suppliers

(S)-2-Aminododecanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (S)-2-Aminododecanoic acid

There total 4 articles about (S)-2-Aminododecanoic 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: 49.0%

2-(2-chloro-acetylamino)-dodecanoic acid (205385-74-6) → (S)-2-aminododecanoic acid (169106-34-7)

Guidance literature:

With hydrogenchloride; Aspergillus aminoacylase; In water; at 37 ℃; for 19h;

DOI:10.1021/jm970704s

Reference yield:

2-amino-dodecanoic acid (35237-37-7) → (S)-2-aminododecanoic acid (169106-34-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / 2N aq. NaOH

2: 49 percent / 3N HCl, Aspergillus aminoacylase, CoCl₂ / H₂O / 19 h / 37 °C

With hydrogenchloride; sodium hydroxide; Aspergillus aminoacylase; In water;

DOI:10.1021/jm970704s

Reference yield:

(+/-)-2-amino-dodecanoic acid amide (13880-54-1) → (R)-2-amino-dodecanoic acid amide (13880-54-1) + (S)-2-aminododecanoic acid (169106-34-7)

Guidance literature:

mit Hilfe eines Enzyms aus Schweine-Nieren;

DOI:10.1021/ja01147a144

upstream raw materials:

(+/-)-2-amino-dodecanoic acid amide

N-Dichloracetyl-DL-2-amino-laurinsaeure

2-(2-chloro-acetylamino)-dodecanoic acid

2-amino-dodecanoic acid

Refernces

• 1、 KIMURA. "Studies on acylase activity and micro-organisms. XXI. Optical resolution of higher amino acids by acylase of soil bacteria.". . p. 1154 - 1157. Retrieved 2007/10/05.