(2S)-2-azaniumyl-4-hydroxybutanoate

Base Information

• Chemical Name: (2S)-2-azaniumyl-4-hydroxybutanoate
• CAS No.: 672-15-1
• Molecular Formula: C4H9NO3
• Molecular Weight: 119.12
• Hs Code.: 29225000
• Mol file: 672-15-1.mol

Synonyms:2-amino-4-hydroxybutanoate;homo-ser;(2S)-2-azaniumyl-4-hydroxybutanoate;L-homoserine zwitterion;CHEBI:57476

Chemical Property of (2S)-2-azaniumyl-4-hydroxybutanoate

Chemical Property:

• Appearance/Colour: white to light yellow crystalline powder
• Melting Point: 203 °C
• Refractive Index: 1.4183 (estimate)
• Boiling Point: 368.7 °C at 760 mmHg
• PKA: 2.71(at 25℃)
• Flash Point: 176.8 °C
• PSA: 83.55000
• Density: 1.3126 (rough estimate)
• LogP: -0.51900
• Storage Temp.: Store at RT.
• Solubility.: 1100g/l
• Water Solubility.: 1100 g/L (30 ºC)
• XLogP3: -3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 119.058243149
• Heavy Atom Count: 8
• Complexity: 77.8

Purity/Quality:

98%, ^*data from raw suppliers

L-Homoserine, 98+% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 24/25-44-35-26-28-7-4-3/9

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CO)C(C(=O)[O-])[NH3+]
• Isomeric SMILES: C(CO)[C@@H](C(=O)[O-])[NH3+]
• Uses: L-Homoserine is used in the biosynthesis of methionine, threonine and isoleucine. It is also used as an internal standard for neurotransmitter analysis and amino acids quantification.

Technology Process of (2S)-2-azaniumyl-4-hydroxybutanoate

There total 36 articles about (2S)-2-azaniumyl-4-hydroxybutanoate 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: 95.0%

Isopropyl (2S)-N-(trifluoroacetyl)homoserine (159487-41-9) → L-homoserine (672-15-1,119736-88-8)

Guidance literature:

With ethanol;

DOI:10.1039/c39940000815

Reference yield: 92.0%

(3S)-(3-amino-3-carboxypropyl)dimethylsulfonium iodide (3493-11-6) → L-homoserine (672-15-1,119736-88-8)

Guidance literature:

With water; sodium hydrogencarbonate; pH=2 - 5; Reflux;

Reference yield: 82.0%

L-homoserine lactone hydrochloride (2185-03-7) → L-homoserine (672-15-1,119736-88-8)

Guidance literature:

With triethylamine; In water; for 2h; Ambient temperature;

DOI:10.1248/cpb.44.2322

upstream raw materials:

L-homoserine lactone

N-chloroacetyl of racemic homoserine lacton

(+)-β-methyl-L-aspartate hydrochloride

L-methionine

Downstream raw materials:

L-cystathionine

N-(phenylsulfonyl)-L-homoserine

(L)-N-tert-butoxycarbonylhomoserine triethylamine salt

(2S)-benzyl 2-(N-(9-fluorenylmethoxycarbonyl)amino)-4-hydroxybutanoate

Refernces

• 1、 Daubit, Isabelle Marie,Wolf, Jonas,Metzler-Nolte, Nils. "Rhodium(I) and Iridium(I) N-Heterocyclic carbene complexes of imidazolium functionalized amino acids and peptides". supporting information. . Retrieved 2020/01/13.
• 2、 -. "Method for synthesizing L L-(+)-selenomethionine (by machine translation)". Paragraph 0041-0044; 0055; 0064; 0073; 0082. . Retrieved 2019/12/25.