4-Acetyloxy-2-aminobutanoic acid

Base Information

• Chemical Name: 4-Acetyloxy-2-aminobutanoic acid
• CAS No.: 7540-67-2
• Molecular Formula: C6H11NO4
• Molecular Weight: 161.158
• Hs Code.: 2922509090
• Nikkaji Number: J2.366.471B
• Wikidata: Q27107556
• Mol file: 7540-67-2.mol

Synonyms:4-acetyloxy-2-aminobutanoic acid;4-Acetoxy-2-aminobutanoic acid;Homoserine acetate;O-acetyl-dl-homoserine;SCHEMBL302495;CHEBI:7671;4-(acetyloxy)-2-aminobutanoic acid;Q27107556

Chemical Property of 4-Acetyloxy-2-aminobutanoic acid

Chemical Property:

• Melting Point: 134-136°C
• PSA: 89.62000
• LogP: 0.85380
• XLogP3: -3.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 161.06880783
• Heavy Atom Count: 11
• Complexity: 157

Purity/Quality:

98.5% ^*data from raw suppliers

O-Acetyl-L-homoserine Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCCC(C(=O)O)N
• Uses: A versatile synthon for the synthesis of L-Homoserine peptides and 3-Amino-2-pyrrolidinones

Technology Process of 4-Acetyloxy-2-aminobutanoic acid

There total 1 articles about 4-Acetyloxy-2-aminobutanoic acid 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: 61.0%

L-homoserine (672-15-1,119736-88-8) + acetic anhydride (108-24-7) → O-acetyl-L-homoserine (7540-67-2)

Guidance literature:

L-homoserine; With perchloric acid; In acetic acid; at 16 - 18 ℃; for 1.5h;

acetic anhydride; In acetic acid; at 20 ℃; for 1.5h;

DOI:10.3390/molecules19011004

Reference yield: 90.0%

O-acetyl-L-homoserine (7540-67-2) + 3-Phenyl-1-propanol (122-97-4) → O-phenylpropyl-L-homoserine

Guidance literature:

With MGSSHHHHHHENLYFQSNAEQVFQNFETLQLHAGYTPDPHTRSTAVPIYATSSYTFNDSAHGARLFGLKELGNIYSRLMNPTVDVFEKRIAALEGGIAAAATSSGQAAQFLTIATLAKAGDNIVASSHLYGGTYNQLNVLLPRFGIKTKFVRSGKLEDYAAAIDDQTRAIYVESMSNPDYVVPDFEGIAKIAHEHGIPLVVDNTLGAGGYYIRPIEHGADIVVHSATKWIGGHGTTIGGVIVDSGRFNWNKHSDRFPEMVEPSPSYHGLKYWEAFGPATFITRIRVEMLRDIGACLSPFSAQQLLLGIETLGLRAERHAQNTEKLSKYFESSPNVSWVLWPGSESHPTYSQAKKYLTRGFGAMLSIGVKGDASAGSKVVDGLKLVSNLANVGDAKSLAIHPWSTTHEQLSEDERLASGVTEDMIRISVGIEHVDDIIADFEQSFQKAYGS; In aq. phosphate buffer; at 28 ℃; pH=7.3; Enzymatic reaction;

DOI:10.1021/jacs.0c09352

Reference yield: 86.0%

O-acetyl-L-homoserine (7540-67-2) + potassium thioacetate (10387-40-3) → N-acetyl-DL-homocysteinethiolactone (1195-16-0,768351-04-8,17896-21-8)

Guidance literature:

With acetic anhydride; at 150 ℃; for 4h;

upstream raw materials:

L-homoserine

acetic anhydride

Downstream raw materials:

2-Oxobutyric acid

acetic acid

DL-ethionine

S-(β-hydroxyethyl)-L-homocystein

Refernces

• 1、 Ma, Ying,Biava, Hernan,Contestabile, Roberto,Budisa, Nediljko,Di Salvo, Martino Luigi. "Coupling bioorthogonal chemistries with artificial metabolism: Intracellular biosynthesis of azidohomoalanine and its incorporation into recombinant proteins". . p. 1004 - 1022. Retrieved 2014/02/14.