(3S)-3-azaniumyl-4-hydroxybutanoate

Base Information

• Chemical Name: (3S)-3-azaniumyl-4-hydroxybutanoate
• CAS No.: 16504-57-7
• Molecular Formula: C4H9NO3
• Molecular Weight: 119.12
• Hs Code.: 2922509090
• Mol file: 16504-57-7.mol

Synonyms:

Chemical Property of (3S)-3-azaniumyl-4-hydroxybutanoate

Chemical Property:

• Vapor Pressure: 3.84E-07mmHg at 25°C
• Melting Point: 223-225 °C
• Refractive Index: 1.51
• Boiling Point: 374.546 °C at 760 mmHg
• PKA: 3.69±0.10(Predicted)
• Flash Point: 180.319 °C
• PSA: 83.55000
• Density: 1.313 g/cm³
• LogP: -0.51900
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: -3.5
• 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%min ^*data from raw suppliers

D-beta-Homoserine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

Useful:

• Canonical SMILES: C(C(CO)[NH3+])C(=O)[O-]
• Isomeric SMILES: C([C@@H](CO)[NH3+])C(=O)[O-]

Technology Process of (3S)-3-azaniumyl-4-hydroxybutanoate

There total 5 articles about (3S)-3-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: 51.0%

benzyl (E)-4-hydroxy-2-butenoate (586952-09-2) → (S)-3-amino-4-hydroxybutanoic acid (16504-57-7)

Guidance literature:

benzyl (E)-4-hydroxy-2-butenoate; With ammonia; lithium; In tetrahydrofuran; tert-butyl alcohol; at -78 ℃; for 0.25h;

With sodium hydroxide; In water; for 12h; Heating;

DOI:10.1016/j.tetasy.2004.05.006

Reference yield:

(R)-3-(((benzyloxy)carbonyl)amino)-4-methoxy-4-oxobutanoic acid → (R)-3-amino-4-hydroxybutanoic acid (589-44-6,16504-55-5,16504-56-6,16504-57-7)

Guidance literature:

Multistep reaction; (i) (catalytic hydrogenation), (ii) LiBH₄, THF;

DOI:10.1016/S0008-6215(00)83546-6

Reference yield:

→ (R)-3-amino-4-hydroxybutanoic acid (589-44-6,16504-55-5,16504-56-6,16504-57-7)

Guidance literature:

Zucker IX, 1.) NaIO4, 2.) Br2;

upstream raw materials:

benzyl (E)-4-hydroxy-2-butenoate

N-trifluoroacetyl-L-aspartic acid anhydride

Downstream raw materials:

(R)-3-((4-(N-(2,4-dimethylphenyl)-N-isobutylsulfamoyl)-2-methylphenyl)amino)-4-hydroxybutanoic acid

(R)-3-(1-cyano-4-hydroxy-7-phenoxyisoquinoline-3-carboxamido)-4-hydroxybutanoic acid

(S)-3-((4-(N-(2,4-dimethylphenyl)-N-isobutylsulfamoyl)phenyl)amino)-4-hydroxybutanoic acid

Refernces

• 1、 Ciclosi, Marco,Fava, Cristiana,Galeazzi, Roberta,Orena, Mario,Gonzalez-Rosende, Maria Eugenia,Sepulveda-Arques, Jose. "Homochiral oxazolidin-2-ones and imidazolidin-2-ones by tandem nucleophilic addition-conjugate addition". . p. 1937 - 1943. Retrieved 2007/10/03.