(4S)-4-butyl-1,3-oxazolidin-2-one

Base Information

• Chemical Name: (4S)-4-butyl-1,3-oxazolidin-2-one
• CAS No.: 158249-51-5
• Molecular Formula: C₇H₁₃NO₂
• Molecular Weight: 143.186
• DSSTox Substance ID: DTXSID50429045
• Nikkaji Number: J2.512.610F
• Wikidata: Q82241930
• Mol file: 158249-51-5.mol

Synonyms:158249-51-5;(4S)-4-butyl-1,3-oxazolidin-2-one;(S)-4-BUTYL-2-OXAZOLIDINONE;(4S)-4-Butyl-2-oxazolidinone;DTXSID50429045;(4S)-4beta-Butyloxazolidine-2-one

Chemical Property of (4S)-4-butyl-1,3-oxazolidin-2-one

Chemical Property:

• PSA: 38.33000
• LogP: 1.61380
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 143.094628657
• Heavy Atom Count: 10
• Complexity: 125

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1COC(=O)N1
• Isomeric SMILES: CCCC[C@H]1COC(=O)N1

Technology Process of (4S)-4-butyl-1,3-oxazolidin-2-one

There total 5 articles about (4S)-4-butyl-1,3-oxazolidin-2-one 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: 70.0%

((S)-1-Hydroxymethyl-pentyl)-carbamic acid methyl ester → (S)-4-butyloxazolidin-2-one (158249-51-5)

Guidance literature:

In benzene; Heating;

DOI:10.1246/cl.1994.831

Reference yield: 59.0%

Hexane-1,2-diol (6920-22-5) + urea (57-13-6) → (S)-4-butyloxazolidin-2-one (158249-51-5)

Guidance literature:

With dodecacarbonyl-triangulo-triruthenium; (R)-(6,6′-dimethoxy-[1,1′-biphenyl]-2,2′-diyl)bis(diphenylphosphine); In 1,4-dioxane; at 150 ℃; for 22h; enantioselective reaction; Inert atmosphere;

DOI:10.1002/anie.201600698

Reference yield:

C14H19NO4 → 4-Butyl-2-oxazolidinone (158249-50-4) + (S)-4-butyloxazolidin-2-one (158249-51-5)

Guidance literature:

With C₄₈H₄₂F₆N₈Ru⁽²⁺⁾*2F₆P^(1-); potassium carbonate; In 1,2-dichloro-benzene; at 30 ℃; for 20h; Overall yield = 53 percent; enantioselective reaction; Inert atmosphere;

DOI:10.1007/s11426-020-9906-x

upstream raw materials:

(4R)-4-({[tert-butyl(diphenyl)silyl]oxy}methyl)-1,3-oxazolidin-2-one

L-Norleucine

Hexane-1,2-diol

urea