[(4R)-4-amino-4-carboxybutyl]azanium;chloride

Base Information

• Chemical Name: [(4R)-4-amino-4-carboxybutyl]azanium;chloride
• CAS No.: 16682-12-5
• Molecular Formula: C5H12N2O2^.HCl
• Molecular Weight: 168.623
• Hs Code.: 29224999
• Mol file: 16682-12-5.mol

Synonyms:

Chemical Property of [(4R)-4-amino-4-carboxybutyl]azanium;chloride

Chemical Property:

• Appearance/Colour: White to off-white crystalline powder
• Vapor Pressure: 0.00015mmHg at 25°C
• Melting Point: 239 °C (dec.)(lit.)
• Boiling Point: 308.7 °C at 760 mmHg
• Flash Point: 140.5 °C
• PSA: 89.34000
• Density: 1.165g/cm3
• LogP: 1.33980
• Storage Temp.: Store at RT.
• Solubility.: Water (Slightly)
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 168.0665554
• Heavy Atom Count: 10
• Complexity: 95

Purity/Quality:

99.0% ^*data from raw suppliers

D-Ornithine hydrochloride 99+% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CC(C(=O)O)N)C[NH3+].[Cl-]
• Isomeric SMILES: C(C[C@H](C(=O)O)N)C[NH3+].[Cl-]
• Description: D-Ornithine monohydrochloride is the monohydrochloride form of D-Ornithine. D-ornithine is a non-proteinogenic amino acid involved in the urea cycle by the splitting off of urea from arginine. Ornithine supplementation can attenuate fatigue in increasing the efficiency of energy consumption and promoting the excretion of ammonia.
• Uses: The D-enatiomer and putative metabolite of the non-essential amino acid L-Orthinine. Stress response studies show intracerebroventricular D-Ornithine Hydrochloride weakly attenuated stress response in neonatal chick under acute stressful condition.

Technology Process of [(4R)-4-amino-4-carboxybutyl]azanium;chloride

There total 4 articles about [(4R)-4-amino-4-carboxybutyl]azanium;chloride 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: 85.0%

(R)-methyl 2-acetamido-7-chloroheptanoate → (R)-2,5-diaminopentanoic acid dihydrochloride (1069-31-4,3184-13-2,6211-16-1,15160-12-0,16682-12-5,20724-48-5,22834-83-9,26982-21-8,66837-02-3,99815-05-1,36630-89-4)

Guidance literature:

With hydrogenchloride; In water; for 10h; Reflux;

DOI:10.1039/c5ob01111f

Reference yield: 78.0%

2,5-Bis(methoxycarbonylamino)valeriansaeure-methylester (77300-45-9) → Ornithin-dihydrochlorid (1069-31-4,3184-13-2,6211-16-1,15160-12-0,16682-12-5,20724-48-5,22834-83-9,26982-21-8,66837-02-3,99815-05-1,36630-89-4)

Guidance literature:

With hydrogenchloride; formic acid; In water; at 125 ℃; for 24h;

Reference yield:

→ D-ornithine hydrochloride (16682-12-5,36630-89-4)

Guidance literature:

DOI:10.1016/0040-4020(73)80202-9

upstream raw materials:

2,5-Bis(methoxycarbonylamino)valeriansaeure-methylester

methyl 2,5-dibromovalerate

Downstream raw materials:

N,N'-di(benzyloxycarbonyl)-D-ornithine

N-monomethyl-D-arginine

(R)-(+)-3-Amino-2-piperidinon

3-(R)-aminopiperidine dihydrochloride

Refernces

• 1、 Effenberger, Franz,Drauz, Karlheinz,Foerster, Siegfried,Mueller, Wolfgang. "Aminosaeuren, I. Darstellung von Aminosaeuren aus Halogencarbonsaeure-alkylestern mit Alkalimetallcyanaten". . p. 173 - 189. Retrieved 2007/10/02.