(2S,3R)-2-azaniumyl-3-methylpentanoate

Base Information

• Chemical Name: (2S,3R)-2-azaniumyl-3-methylpentanoate
• CAS No.: 1509-34-8
• Molecular Formula: C6H13NO2
• Molecular Weight: 131.175
• Hs Code.: 29224985
• Mol file: 1509-34-8.mol

Synonyms:(2S,3R)-2-azaniumyl-3-methylpentanoate;alle;L-alloisoleucine zwitterion;CHEBI:85338;(+)-threo-2-amino-3-methylpentanoate

Chemical Property of (2S,3R)-2-azaniumyl-3-methylpentanoate

Chemical Property:

• Vapor Pressure: 0.0309mmHg at 25°C
• Melting Point: ~285 °C
• Refractive Index: 1.462
• Boiling Point: 225.8 °C at 760 mmHg
• PKA: 2.57±0.24(Predicted)
• Flash Point: 90.3 °C
• PSA: 63.32000
• Density: 1.035 g/cm³
• LogP: 1.14470
• Storage Temp.: Store at RT.
• Solubility.: Methanol (Slightly, Heated), Water (Slightly, Sonicated)
• Water Solubility.: 28.18g/L(20 oC)
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 131.094628657
• Heavy Atom Count: 9
• Complexity: 97.7

Purity/Quality:

99% ^*data from raw suppliers

L-allo-Isoleucine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)C(C(=O)[O-])[NH3+]
• Isomeric SMILES: CC[C@@H](C)[C@@H](C(=O)[O-])[NH3+]
• Uses: L-alloisoleucine is a stereo-isomer of L-isoleucine (I820175) and is produced as a byproduct of isoleucine via transamination.? L-allo-isoleucine has been suggested to induce epithelial β-defensin expression. In addition, L-allo-isoleucine is utilized in the biosynthesis pathway for coronamic acid.

Technology Process of (2S,3R)-2-azaniumyl-3-methylpentanoate

There total 94 articles about (2S,3R)-2-azaniumyl-3-methylpentanoate 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: 83.0%

2-Azido-3-methyl-pentanoic acid (116847-34-8) → isoleucine (319-78-8,443-79-8,1509-34-8,1509-35-9,3107-04-8,7004-09-3,73-32-5,959215-79-3,18875-42-8)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1016/S0040-4039(00)77143-7

Reference yield: 48.0%

DL-α-keto-β-methyl-n-valerate → isoleucine (319-78-8,443-79-8,1509-34-8,1509-35-9,3107-04-8,7004-09-3,73-32-5,959215-79-3,18875-42-8) + L-isoleucine (73-32-5,959215-79-3,18875-42-8)

Guidance literature:

With ammonium formate; tris hydrochloride; nicotinamide adenine dinucleotide; formate dehydrogenase; phenylalanine dehydrogenase; In water; at 30 ℃; for 24h;

Reference yield:

lagunamide C → L-alanin (56-41-7,25191-17-7,18875-37-1) + N-methylalanine (3913-67-5) + D-allo-isoleucine (1509-34-8,959215-79-3,18875-42-8) + (2R,3S)-2-hydroxy-3-methylpentanoic acid (488-15-3,51576-04-6,59653-35-9,86540-81-0,86630-77-5,70748-47-9) + N-methyl-D-phenylalanine (56564-52-4)

Guidance literature:

With hydrogenchloride; water; at 110 ℃; for 18h;

DOI:10.1016/j.phytochem.2011.08.019

upstream raw materials:

D,L-isoleucine hydantoin

D-Isoleucine

2-bromo-3-methylpentanoic acid

(2R,3R)-2-bromo-3-methylpentanoic acid

Downstream raw materials:

2-Methylbutyraldehyde

L-isoleucine

1-chloro-2-methylbutanecarboxylic acid

2-Amino-3-methyl-pentanoic acid methyl ester