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Methyl L-argininate dihydrochloride

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Methyl L-argininate dihydrochloride Basic information

Product Name:
Methyl L-argininate dihydrochloride
Synonyms:
  • ARGININE-OME 2 HCL
  • L-ARGININE METHYL ESTER DIHCL
  • L-ARGININE METHYL ESTER DIHYDROCHLORIDE
  • L-ARGININE METHYL ESTER DIHYDROCHLORIDE SALT
  • L-ARGININE METHYL ESTER HYDROCHLORIDE
  • H-ARG-OME 2HCL
  • methyl L-argininate dihydrochloride
  • L-Arginine Methyl Ester 2HCl
CAS:
26340-89-6
MF:
C7H18Cl2N4O2
MW:
261.15
EINECS:
247-622-0
Product Categories:
  • Arginine [Arg, R]
  • Amino Acids and Derivatives
  • Amino Acid Methyl Esters
  • Amino Acids (C-Protected)
  • Biochemistry
  • Amino ester
  • Amino Acid Derivatives
  • Peptide Synthesis
  • Amino Acids
Mol File:
26340-89-6.mol
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Methyl L-argininate dihydrochloride Chemical Properties

Melting point:
~190 °C (dec.)
alpha 
20 º (c=2.5 CH3OH)
refractive index 
21 ° (C=2.5, MeOH)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
soluble in Methanol
form 
Crystalline Powder
color 
White to off-white
optical activity
[α]20/D +21±1°, c = 2.5% in methanol
Sensitive 
Hygroscopic
BRN 
4159929
Major Application
peptide synthesis
InChI
InChI=1/C7H16N4O2.2ClH/c1-13-6(12)5(8)3-2-4-11-7(9)10;;/h5H,2-4,8H2,1H3,(H4,9,10,11);2*1H/t5-;;/s3
InChIKey
XQYZOBNLCUAXLF-WHWWGIJDNA-N
SMILES
[C@@H](N)(C(=O)OC)CCCNC(=N)N.Cl.Cl |&1:0,r|
CAS DataBase Reference
26340-89-6(CAS DataBase Reference)
EPA Substance Registry System
L-Arginine, methyl ester, dihydrochloride (26340-89-6)
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Safety Information

Safety Statements 
22-24/25
WGK Germany 
3
TSCA 
TSCA listed
HS Code 
29252900
Storage Class
11 - Combustible Solids

MSDS

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Methyl L-argininate dihydrochloride Usage And Synthesis

Chemical Properties

Crystalline

Uses

L-Arginine methyl ester is a protected form of L-Arginine (A769505). L-Arginine is an conditionally essential amino acid for humans and adult mammals as it’s requirements exceed production during certain developmental stages in life (such as pregnancy). L-Arginine also prevents blood toxicity from intravenous amino acid administration in humans.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

a1. 100L of anhydrous ethanol was added to a pre-dried 300L reactor, cooled down to -5 to -10??C by passing ice brine, and 13L of dichlorosulfoxide was added dropwise.

b1. 21.5kg of Arg.HCl of D-type was added, ice brine was turned off, and the reaction was naturally warmed up to room temperature for 24 hours.

c1. Warmed up to 35??C reaction, TLC spot plate to follow the reaction, reaction ended about 48h.

d1.Concentration: at the end of the reaction, concentrated under reduced pressure to obtain L-arginine methyl ester dihydrochloride intermediate in oil form.

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