5-iodo-1-((benzyloxy)carbonyl)-2-vinyl-2,3-dihydro-4-pyridone

Base Information

• Chemical Name: 5-iodo-1-((benzyloxy)carbonyl)-2-vinyl-2,3-dihydro-4-pyridone
• CAS No.: 860456-37-7
• Molecular Formula: C₁₅H₁₄INO₃
• Molecular Weight: 383.186
• Mol file: 860456-37-7.mol

Synonyms:5-iodo-1-((benzyloxy)carbonyl)-2-vinyl-2,3-dihydro-4-pyridone

Chemical Property of 5-iodo-1-((benzyloxy)carbonyl)-2-vinyl-2,3-dihydro-4-pyridone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-iodo-1-((benzyloxy)carbonyl)-2-vinyl-2,3-dihydro-4-pyridone

There total 1 articles about 5-iodo-1-((benzyloxy)carbonyl)-2-vinyl-2,3-dihydro-4-pyridone 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: 67.0%

2-ethenyl-3,4-dihydro-4-oxo-1(2H)-pyridinecarboxylic acid phenylmethyl ester (335265-99-1) → 5-iodo-1-((benzyloxy)carbonyl)-2-vinyl-2,3-dihydro-4-pyridone (860456-37-7)

Guidance literature:

With N-iodo-succinimide; [hydroxy(tosyloxy)iodo]benzene; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1021/jo050559n

Reference yield: 41.0%

5-iodo-1-((benzyloxy)carbonyl)-2-vinyl-2,3-dihydro-4-pyridone (860456-37-7) + tri-n-butyl(vinyl)tin (7486-35-3) → 1-((benzyloxy)carbonyl)-2,5-divinyl-2,3-dihydro-4-pyridone (591248-53-2)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; for 15h; Heating;

DOI:10.1021/jo050559n

Reference yield:

5-iodo-1-((benzyloxy)carbonyl)-2-vinyl-2,3-dihydro-4-pyridone (860456-37-7) → (1-formyl-3-naphthalen-2-yl-3-oxopropyl)carbamic acid benzyl ester (591248-55-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 41 percent / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / toluene / 15 h / Heating

2: 66 percent / TBAF / acetonitrile / 0.17 h / 20 °C

3: 97 percent / osmium tetroxide; sodium periodate / tetrahydrofuran; H₂O / 5 h

With sodium periodate; osmium(VIII) oxide; tetrabutyl ammonium fluoride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; water; toluene; acetonitrile; 1: Stille coupling;

DOI:10.1021/jo050559n

upstream raw materials:

2-ethenyl-3,4-dihydro-4-oxo-1(2H)-pyridinecarboxylic acid phenylmethyl ester

Downstream raw materials:

1-((benzyloxy)carbonyl)-2,5-divinyl-2,3-dihydro-4-pyridone

(1-formyl-3-naphthalen-2-yl-3-oxopropyl)carbamic acid benzyl ester

[1-(2-naphthalen-2-yl-2-oxo-ethyl)-allyl]-carbamic acid benzyl ester