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

Base Information

• Chemical Name: [(4S)-4-amino-4-carboxybutyl]azanium;chloride
• CAS No.: 6211-16-1
• Molecular Formula: C5H14Cl2N2O2
• Molecular Weight: 205.084
• Hs Code.: 2922499990
• Mol file: 6211-16-1.mol

Synonyms:

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

Chemical Property:

• Vapor Pressure: 0.00015mmHg at 25°C
• Melting Point: 197-199 °C (dec.)
• Refractive Index: 18 ° (C=5, H2O)
• Boiling Point: 308.7 °C at 760 mmHg
• Flash Point: 140.5 °C
• PSA: 89.34000
• LogP: 2.14180
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: almost transparency in Water
• 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:

98%,99%, ^*data from raw suppliers

[(1S)-4-Azaniumyl-1-carboxybutyl]azaniumDichloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

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-]

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

There total 7 articles about [(4S)-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:

1,1-dimethylethyl 4-cyano-(2S)-[(diphenylmethylene)amino]butanoate (271601-28-6) → dihydrochloride of (S)-ornithine (6211-16-1,36630-89-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / NaBH₄; CoCl₂ / methanol / -55 °C

2: H₂ / Pd-C

3: aq. HCl / Heating

With hydrogenchloride; sodium tetrahydroborate; hydrogen; palladium on activated charcoal; In methanol; 1: Reduction / 2: Hydrogenolysis / 3: Hydrolysis;

DOI:10.1021/ol0056527

upstream raw materials:

L-ornithine tert-butyl ester

1,1-dimethylethyl 4-cyano-(2S)-[(diphenylmethylene)amino]butanoate

5-amino-2-(benzhydryl-amino)-pentanoic acid tert-butyl ester

2,5-Bis(methoxycarbonylamino)valeriansaeure-methylester

Downstream raw materials:

3-aminopiperidin-2-one

clavulanic acid

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

3-(R)-aminopiperidine dihydrochloride

Refernces

• 1、 Zhang,Corey. "Highly enantioselective Michael reactions catalyzed by a chiral quaternary ammonium salt. Illustration by asymmetric syntheses of (S)-ornithine and chiral 2-cyclohexenones.". . p. 1097 - 1100. Retrieved 2007/10/03.
• 2、 -. "Process for the production of aminoacid hydrochlorides/or diaminoacid dihydrochlorides". . . Retrieved 2008/06/13.