N-(2-acetyl-3-hydroxybutyl)benzamide

Base Information

• Chemical Name: N-(2-acetyl-3-hydroxybutyl)benzamide
• CAS No.: 120236-20-6
• Molecular Formula: C₁₄H₁₉NO₄
• Molecular Weight: 265.309
• DSSTox Substance ID: DTXSID20700631
• Mol file: 120236-20-6.mol

Synonyms:DTXSID20700631;N-(2-acetyl-3-hydroxybutyl)benzamide;120236-20-6

Chemical Property of N-(2-acetyl-3-hydroxybutyl)benzamide

Chemical Property:

• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 235.12084340
• Heavy Atom Count: 17
• Complexity: 272

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C(CNC(=O)C1=CC=CC=C1)C(=O)C)O

Technology Process of N-(2-acetyl-3-hydroxybutyl)benzamide

There total 2 articles about N-(2-acetyl-3-hydroxybutyl)benzamide 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:

ethyl 2-(benzamidomethyl)-3-oxobutanoate (69396-18-5) → (2S,3R)-ethyl 2-(benzamidomethyl)-3-hydroxybutanoate (120236-20-6)

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; (R)-DMM-Sunphos; hydrogen; In dichloromethane; 2,2,2-trifluoroethanol; at 70 ℃; for 20h; under 37503.8 Torr; enantioselective reaction; Autoclave;

DOI:10.1016/j.tet.2013.05.136

Reference yield:

ethyl 2-(benzamidomethyl)-3-oxobutanoate (69396-18-5) → ethyl 2-(benzamidomethyl)-3-hydroxybutanoate (903529-16-8) + (2S,3R)-ethyl 2-(benzamidomethyl)-3-hydroxybutanoate (120236-20-6) + ethyl (2R,3S)-2-(benzamidomethyl)-3-hydroxybutanoate

Guidance literature:

With hydrogen; chiral biphosphine-based ruthenium complex; In methanol; dichloromethane; at 60 ℃; under 38002.6 Torr; Title compound not separated from byproducts.;

DOI:10.1016/j.tetasy.2008.07.009

upstream raw materials:

ethyl 2-(benzamidomethyl)-3-oxobutanoate