N-4-Benzyloxyphenyl Isobutyrylacetamide

Base Information

• Chemical Name: N-4-Benzyloxyphenyl Isobutyrylacetamide
• CAS No.: 265989-30-8
• Molecular Formula: C19H21NO3
• Molecular Weight: 311.381
• DSSTox Substance ID: DTXSID00443231
• Wikidata: Q82260957
• Mol file: 265989-30-8.mol

Synonyms:N-4-Benzyloxyphenyl Isobutyrylacetamide;265989-30-8;4-methyl-3-oxo-N-(4-phenylmethoxyphenyl)pentanamide;Pentanamide, 4-methyl-3-oxo-N-[4-(phenylmethoxy)phenyl]-;SCHEMBL23636399;DTXSID00443231;AKOS027447664;FT-0662995

Chemical Property of N-4-Benzyloxyphenyl Isobutyrylacetamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 106-108°C
• Boiling Point: 516.25°C at 760 mmHg
• PKA: 11.28±0.46(Predicted)
• Flash Point: 266.018°C
• PSA: 55.40000
• Density: 1.15g/cm³
• LogP: 3.89230
• Storage Temp.: Refrigerator
• Solubility.: Acetone, Chloroform, Ethyl Acetate
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 311.15214353
• Heavy Atom Count: 23
• Complexity: 380

Purity/Quality:

95-99% ^*data from raw suppliers

N-4-BenzyloxyphenylIsobutyrylacetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(=O)CC(=O)NC1=CC=C(C=C1)OCC2=CC=CC=C2

Technology Process of N-4-Benzyloxyphenyl Isobutyrylacetamide

There total 3 articles about N-4-Benzyloxyphenyl Isobutyrylacetamide 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: 82.0%

p-benzyloxyaniline (6373-46-2) + isobutyryl Meldrum's acid → N-(4-(benzyloxy)phenyl)-4-methyl-3-oxopentanamide (265989-30-8)

Guidance literature:

In toluene; Heating;

DOI:10.1002/(SICI)1099-1344(20000315)43:3<261::AID-JLCR312>3.0.CO;2-T

Reference yield: 74.23%

Methyl 4-methyl-3-oxopentanoate (42558-54-3) + p-benzyloxyaniline (6373-46-2) → N-(4-(benzyloxy)phenyl)-4-methyl-3-oxopentanamide (265989-30-8)

Guidance literature:

With triethylamine; In toluene; at 120 ℃; for 20h; Inert atmosphere; Dean-Stark;

Reference yield:

3-methyl-butan-2-one (563-80-4) → N-(4-(benzyloxy)phenyl)-4-methyl-3-oxopentanamide (265989-30-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / toluene / 5 h / 80 °C

2: triethylamine / toluene / 24 h / Heating / reflux

With sodium hydride; triethylamine; In toluene;

upstream raw materials:

p-benzyloxyaniline

Methyl 4-methyl-3-oxopentanoate

3-methyl-butan-2-one

Downstream raw materials:

C₄₇H₄₈⁽²⁾H₅FN₂O₆

C₄₀H₄₂⁽²⁾H₅FN₂O₆

C₃₃H₂₈⁽²⁾H₅FN₂O₅

tert-butyl 2-((4R,6R)-6-(2-(3-((4-(benzyloxy)phenyl)carbamoyl)-5-(4-fluorophenyl)-2-isopropyl-4-phenyl-1H-pyrrol-1-yl)ethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate

Refernces

• 1、 -. "PYRROLE COMPOUNDS AND USES THEREOF". Page/Page column 57. . Retrieved 2010/11/24.